Develop Reference

Error in base64 decoding saml message in Keycloak

We're trying setup Keycloak (version 20.0.1) with an EHerkenning/EIDAS (Dutch/European identity system for businesses) Identity provider using SAML.
We can connect with the EHerkenning/EIDAS broker (their login page is shown). The response posted to the Keycloak endpoint however causes an exception. Keycloak displays "Invalid response from identity provider."
In the Keycloak logs we found the following error;
2022-11-09 14:01:30,735 ERROR [org.keycloak.saml.common] (executor-thread-0) Error in base64 decoding saml message.: java.lang.RuntimeException: PL00062: Parser : Unknown tag:EncryptedAttribute::location=Line number = 159
Column number = 252
System Id = null
Public Id = null
Location Uri= null
CharacterOffset = 35248
at org.keycloak.saml.common.DefaultPicketLinkLogger.parserUnknownTag(DefaultPicketLinkLogger.java:359)
at org.keycloak.saml.processing.core.parsers.saml.assertion.SAMLAttributeStatementParser.processSubElement(SAMLAttributeStatementParser.java:56)
at org.keycloak.saml.processing.core.parsers.saml.assertion.SAMLAttributeStatementParser.processSubElement(SAMLAttributeStatementParser.java:31)
at org.keycloak.saml.common.parsers.AbstractStaxParser.parse(AbstractStaxParser.java:97)
at org.keycloak.saml.processing.core.parsers.saml.assertion.SAMLAssertionParser.processSubElement(SAMLAssertionParser.java:96)
at org.keycloak.saml.processing.core.parsers.saml.assertion.SAMLAssertionParser.processSubElement(SAMLAssertionParser.java:34)
at org.keycloak.saml.common.parsers.AbstractStaxParser.parse(AbstractStaxParser.java:97)
at org.keycloak.saml.processing.core.parsers.saml.protocol.SAMLResponseParser.processSubElement(SAMLResponseParser.java:77)
at org.keycloak.saml.processing.core.parsers.saml.protocol.SAMLResponseParser.processSubElement(SAMLResponseParser.java:38)
at org.keycloak.saml.common.parsers.AbstractStaxParser.parse(AbstractStaxParser.java:97)
at org.keycloak.saml.processing.core.parsers.saml.SAMLParser.parse(SAMLParser.java:123)
at org.keycloak.saml.common.parsers.AbstractParser.parse(AbstractParser.java:98)
at org.keycloak.saml.common.parsers.AbstractParser.parse(AbstractParser.java:102)
at org.keycloak.saml.processing.api.saml.v2.response.SAML2Response.getSAML2ObjectFromStream(SAML2Response.java:389)
at org.keycloak.saml.SAMLRequestParser.parseResponseDocument(SAMLRequestParser.java:104)
at org.keycloak.broker.saml.SAMLEndpoint$PostBinding.extractResponseDocument(SAMLEndpoint.java:726)
at org.keycloak.broker.saml.SAMLEndpoint$Binding.handleSamlResponse(SAMLEndpoint.java:624)
at org.keycloak.broker.saml.SAMLEndpoint$Binding.execute(SAMLEndpoint.java:276)
at org.keycloak.broker.saml.SAMLEndpoint.postBinding(SAMLEndpoint.java:187)
at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.base/java.lang.reflect.Method.invoke(Method.java:566)
at org.jboss.resteasy.core.MethodInjectorImpl.invoke(MethodInjectorImpl.java:170)
at org.jboss.resteasy.core.MethodInjectorImpl.invoke(MethodInjectorImpl.java:130)
at org.jboss.resteasy.core.ResourceMethodInvoker.internalInvokeOnTarget(ResourceMethodInvoker.java:660)
at org.jboss.resteasy.core.ResourceMethodInvoker.invokeOnTargetAfterFilter(ResourceMethodInvoker.java:524)
at org.jboss.resteasy.core.ResourceMethodInvoker.lambda$invokeOnTarget$2(ResourceMethodInvoker.java:474)
at org.jboss.resteasy.core.interception.jaxrs.PreMatchContainerRequestContext.filter(PreMatchContainerRequestContext.java:364)
at org.jboss.resteasy.core.ResourceMethodInvoker.invokeOnTarget(ResourceMethodInvoker.java:476)
at org.jboss.resteasy.core.ResourceMethodInvoker.invoke(ResourceMethodInvoker.java:434)
at org.jboss.resteasy.core.ResourceLocatorInvoker.invokeOnTargetObject(ResourceLocatorInvoker.java:192)
at org.jboss.resteasy.core.ResourceLocatorInvoker.invoke(ResourceLocatorInvoker.java:152)
at org.jboss.resteasy.core.ResourceLocatorInvoker.invokeOnTargetObject(ResourceLocatorInvoker.java:183)
at org.jboss.resteasy.core.ResourceLocatorInvoker.invoke(ResourceLocatorInvoker.java:141)
at org.jboss.resteasy.core.ResourceLocatorInvoker.invoke(ResourceLocatorInvoker.java:32)
at org.jboss.resteasy.core.SynchronousDispatcher.invoke(SynchronousDispatcher.java:492)
at org.jboss.resteasy.core.SynchronousDispatcher.lambda$invoke$4(SynchronousDispatcher.java:261)
at org.jboss.resteasy.core.SynchronousDispatcher.lambda$preprocess$0(SynchronousDispatcher.java:161)
at org.jboss.resteasy.core.interception.jaxrs.PreMatchContainerRequestContext.filter(PreMatchContainerRequestContext.java:364)
at org.jboss.resteasy.core.SynchronousDispatcher.preprocess(SynchronousDispatcher.java:164)
at org.jboss.resteasy.core.SynchronousDispatcher.invoke(SynchronousDispatcher.java:247)
at io.quarkus.resteasy.runtime.standalone.RequestDispatcher.service(RequestDispatcher.java:73)
at io.quarkus.resteasy.runtime.standalone.VertxRequestHandler.dispatch(VertxRequestHandler.java:151)
at io.quarkus.resteasy.runtime.standalone.VertxRequestHandler.handle(VertxRequestHandler.java:82)
at io.quarkus.resteasy.runtime.standalone.VertxRequestHandler.handle(VertxRequestHandler.java:42)
at io.vertx.ext.web.impl.RouteState.handleContext(RouteState.java:1284)
at io.vertx.ext.web.impl.RoutingContextImplBase.iterateNext(RoutingContextImplBase.java:173)
at io.vertx.ext.web.impl.RoutingContextImpl.next(RoutingContextImpl.java:140)
at io.quarkus.vertx.http.runtime.StaticResourcesRecorder$2.handle(StaticResourcesRecorder.java:84)
at io.quarkus.vertx.http.runtime.StaticResourcesRecorder$2.handle(StaticResourcesRecorder.java:71)
at io.vertx.ext.web.impl.RouteState.handleContext(RouteState.java:1284)
at io.vertx.ext.web.impl.RoutingContextImplBase.iterateNext(RoutingContextImplBase.java:173)
at io.vertx.ext.web.impl.RoutingContextImpl.next(RoutingContextImpl.java:140)
at io.quarkus.vertx.http.runtime.VertxHttpRecorder$6.handle(VertxHttpRecorder.java:430)
at io.quarkus.vertx.http.runtime.VertxHttpRecorder$6.handle(VertxHttpRecorder.java:408)
at io.vertx.ext.web.impl.RouteState.handleContext(RouteState.java:1284)
at io.vertx.ext.web.impl.RoutingContextImplBase.iterateNext(RoutingContextImplBase.java:173)
at io.vertx.ext.web.impl.RoutingContextImpl.next(RoutingContextImpl.java:140)
at org.keycloak.quarkus.runtime.integration.web.QuarkusRequestFilter.lambda$createBlockingHandler$0(QuarkusRequestFilter.java:82)
at io.quarkus.vertx.core.runtime.VertxCoreRecorder$14.runWith(VertxCoreRecorder.java:564)
at org.jboss.threads.EnhancedQueueExecutor$Task.run(EnhancedQueueExecutor.java:2449)
at org.jboss.threads.EnhancedQueueExecutor$ThreadBody.run(EnhancedQueueExecutor.java:1478)
at org.jboss.threads.DelegatingRunnable.run(DelegatingRunnable.java:29)
at org.jboss.threads.ThreadLocalResettingRunnable.run(ThreadLocalResettingRunnable.java:29)
at io.netty.util.concurrent.FastThreadLocalRunnable.run(FastThreadLocalRunnable.java:30)
at java.base/java.lang.Thread.run(Thread.java:829)
We're running out of ideas what causes this issue. It's also hard to debug, because of the lack of details in the logging of Keycloak, even with verbose logging enabled.
Does anyone have any clue what is going wrong with the base64 decoding of the SAML response?
We've tried to decode the response using saml tool, however SAML tool is also unable to decode the message.
We've tried removing the newlines from the entire SAML response (both in the encrypted, base64 hashed attributes and the response as a whole). Every change made results in Keycloak not accepting the new base64 encoded SAML response or crashes Keycloak without any logging at all.

Google DocumentAI Java example fails with io.grpc.StatusRuntimeException: INVALID_ARGUMENT: Request contains an invalid argument

I wasted hours trying the Google Document AI java example from https://cloud.google.com/document-ai/docs/quickstart-client-libraries
If you enter your for projectId, location and processorId like this
String projectId = "6493xxxxxxxx";
String location = "eu";
String processorId = "74451xxxxxx";
String filePath = "/Users/schube/Desktop/file.pdf";
and run the example, you just get an InvalidArgumentException:
Exception in thread "main" com.google.api.gax.rpc.InvalidArgumentException: io.grpc.StatusRuntimeException: INVALID_ARGUMENT: Request contains an invalid argument.
at com.google.api.gax.rpc.ApiExceptionFactory.createException(ApiExceptionFactory.java:49)
at com.google.api.gax.grpc.GrpcApiExceptionFactory.create(GrpcApiExceptionFactory.java:72)
at com.google.api.gax.grpc.GrpcApiExceptionFactory.create(GrpcApiExceptionFactory.java:60)
at com.google.api.gax.grpc.GrpcExceptionCallable$ExceptionTransformingFuture.onFailure(GrpcExceptionCallable.java:97)
at com.google.api.core.ApiFutures$1.onFailure(ApiFutures.java:68)
at com.google.common.util.concurrent.Futures$CallbackListener.run(Futures.java:1133)
at com.google.common.util.concurrent.DirectExecutor.execute(DirectExecutor.java:31)
at com.google.common.util.concurrent.AbstractFuture.executeListener(AbstractFuture.java:1277)
at com.google.common.util.concurrent.AbstractFuture.complete(AbstractFuture.java:1038)
at com.google.common.util.concurrent.AbstractFuture.setException(AbstractFuture.java:808)
at io.grpc.stub.ClientCalls$GrpcFuture.setException(ClientCalls.java:563)
at io.grpc.stub.ClientCalls$UnaryStreamToFuture.onClose(ClientCalls.java:533)
at io.grpc.internal.DelayedClientCall$DelayedListener$3.run(DelayedClientCall.java:463)
at io.grpc.internal.DelayedClientCall$DelayedListener.delayOrExecute(DelayedClientCall.java:427)
at io.grpc.internal.DelayedClientCall$DelayedListener.onClose(DelayedClientCall.java:460)
at io.grpc.internal.ClientCallImpl.closeObserver(ClientCallImpl.java:557)
at io.grpc.internal.ClientCallImpl.access$300(ClientCallImpl.java:69)
at io.grpc.internal.ClientCallImpl$ClientStreamListenerImpl$1StreamClosed.runInternal(ClientCallImpl.java:738)
at io.grpc.internal.ClientCallImpl$ClientStreamListenerImpl$1StreamClosed.runInContext(ClientCallImpl.java:717)
at io.grpc.internal.ContextRunnable.run(ContextRunnable.java:37)
at io.grpc.internal.SerializingExecutor.run(SerializingExecutor.java:133)
at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1149)
at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:624)
at java.lang.Thread.run(Thread.java:748)
Suppressed: com.google.api.gax.rpc.AsyncTaskException: Asynchronous task failed
at com.google.api.gax.rpc.ApiExceptions.callAndTranslateApiException(ApiExceptions.java:57)
at com.google.api.gax.rpc.UnaryCallable.call(UnaryCallable.java:112)
at com.google.cloud.documentai.v1.DocumentProcessorServiceClient.processDocument(DocumentProcessorServiceClient.java:232)
at documentai.QuickStart.quickStart(QuickStart.java:57)
at documentai.QuickStart.main(QuickStart.java:25)
Caused by: io.grpc.StatusRuntimeException: INVALID_ARGUMENT: Request contains an invalid argument.
at io.grpc.Status.asRuntimeException(Status.java:535)
... 13 more
That is really great, because which f*** element is invalid? There are no details in the exception and there is no logfile.

So, turns out after reading this: What argument is invalid for Google Document AI client library for Node js?
that if the location is not "us" but "eu", you have to specify an other endpoint.
Oh man, why did they not mention that in the tutorial or the source code? It just says:
// TODO(developer): Replace these variables before running the sample.
String projectId = "your-project-id";
String location = "your-project-location"; // Format is "us" or "eu".
String processorId = "your-processor-id";
String filePath = "path/to/input/file.pdf";
The really should have mentioned that it is not enough to switch to "eu".
So the simple solution is, do not use
try (DocumentProcessorServiceClient client = DocumentProcessorServiceClient.create()) {
but
try (DocumentProcessorServiceClient client = DocumentProcessorServiceClient.create(
DocumentProcessorServiceSettings.newBuilder().setEndpoint("eu-documentai.googleapis.com:443").build())) {

Spring Boot email sending throws SocketTimeoutException: Read timed out

I've already researched the topic for a few days but none of the answers I found online did the trick for me.
Context: I've got a Spring Boot web application which sends automatic emails notifications using Java Mail API and Spring Boot Starter Mail.
It is using GMail SMTP server with a GSuite account. I recently upgraded to use Spring 5.0.6 and Spring Boot 2.0.2 and the email sending stopped working.
A few clues:
the Java code sending the email is the same as before
Gmail SMTP still works correctly (from another VM using older version of the application with the same settings and authentication, the emails are sent properly).
unless I am missing something, the application configuration remains the same as before
The things that have changed:
upgrade to Spring 5.0.6
upgrade to Spring Boot 2.0.2
changes in many places in the Java code to match this upgrades and add features in other parts of the app
The IP address of the VM is different than before (AWS EC2 instance)
Here are the relevant dependencies in pom.xml :
<!-- https://mvnrepository.com/artifact/javax.mail/javax.mail-api -->
<dependency>
<groupId>javax.mail</groupId>
<artifactId>javax.mail-api</artifactId>
</dependency>
<dependency>
<groupId>org.springframework.boot</groupId>
<artifactId>spring-boot-starter-mail</artifactId>
</dependency>
Here is the application.yml relevant to Spring mail:
spring:
mail:
host: ${FT_MAIL_SMTP_HOST}
port: ${FT_MAIL_SMTP_PORT}
username: ${FT_MAIL_SMTP_USERNAME}
password: ${FT_MAIL_SMTP_PASSWORD}
debug: false
properties:
mail:
smtp:
starttls:
enable: ${FT_MAIL_SMTP_STARTTLS}
required: ${FT_MAIL_SMTP_TLSREQUIRED}
auth: ${FT_MAIL_SMTP_AUTH}
connectiontimeout: ${FT_MAIL_SMTP_CONN_TIMEOUT}
timeout: ${FT_MAIL_SMTP_TIMEOUT}
writetimeout: ${FT_MAIL_SMTP_WRITE_TIMEOUT}
These variables are defined in the environment:
FT_MAIL_SMTP_HOST=smtp.gmail.com
FT_MAIL_SMTP_PORT=587
FT_MAIL_SMTP_USERNAME=myaccount#myapp.com
FT_MAIL_SMTP_PASSWORD=mypassword
FT_MAIL_SMTP_STARTTLS=true
FT_MAIL_SMTP_TLSREQUIRED=true
FT_MAIL_SMTP_AUTH=true
FT_MAIL_SMTP_CONN_TIMEOUT=5000
FT_MAIL_SMTP_TIMEOUT=5000
FT_MAIL_SMTP_WRITE_TIMEOUT=5000
Here is the Spring #Service used to send the email (unchanged):
#Service
public class EmailServiceImpl {
#Autowired
public JavaMailSender emailSender;
#Autowired
private SpringTemplateEngine templateEngine;
#Value("${myapp.mail.from}")
private String fromAddress;
#Value("${myapp.mail.replyto}")
private String replyToAddress;
public void sendTemplatedMessage(String template, String to, String subject, Map<String, Object> model) throws MailException, MessagingException {
sendTemplatedMessage(template, to, fromAddress, replyToAddress, subject, model);
}
public void sendTemplatedMessage(String template, String to, String from, String subject, Map<String, Object> model) throws MailException, MessagingException {
sendTemplatedMessage(template, to, from, replyToAddress, subject, model);
}
private void sendTemplatedMessage(String template, String to, String from, String replyTo, String subject, Map<String, Object> model) throws MailException, MessagingException {
MimeMessage message = emailSender.createMimeMessage();
MimeMessageHelper helper = new MimeMessageHelper(message,
MimeMessageHelper.MULTIPART_MODE_MIXED_RELATED,
StandardCharsets.UTF_8.name());
//helper.addAttachment("logo.png", new ClassPathResource("memorynotfound-logo.png"));
Context context = new Context();
context.setVariables(model);
String html = templateEngine.process(template, context);
helper.setTo(to);
helper.setFrom(from);
helper.setReplyTo(from);
helper.setSubject(subject);
helper.setText(html, true);
emailSender.send(message);
}
public void sendSimpleMessage(String to, String from, String subject, String text) {
try {
SimpleMailMessage message = new SimpleMailMessage();
message.setTo(to);
message.setFrom(from);
message.setSubject(subject);
message.setText(text);
emailSender.send(message);
} catch (Exception e) {
e.printStackTrace();
}
}
}
Now here is the error I get when trying to send an email:
04:42:19.900 [https-jsse-nio-443-exec-3] ERROR c.f.controller.StayController - Could not send Guest confirmation email to gfgorostidi#protonmail.com
org.springframework.mail.MailSendException: Failed to close server connection after message sending; nested exception is javax.mail.MessagingException: Exception reading response;
nested exception is:
java.net.SocketTimeoutException: Read timed out
at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:482)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:359)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:354)
at com.myapp.util.EmailServiceImpl.sendTemplatedMessage(EmailServiceImpl.java:61)
at com.myapp.util.EmailServiceImpl.sendTemplatedMessage(EmailServiceImpl.java:35)
at com.myapp.controller.StayController.sendConfirmEmailToGuest(StayController.java:437)
at com.myapp.controller.StayController.saveStay(StayController.java:383)
at com.myapp.controller.StayController.createStay(StayController.java:163)
at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
......
......
......
at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49)
at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1135)
at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:635)
at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
at java.base/java.lang.Thread.run(Thread.java:844)
Caused by: javax.mail.MessagingException: Exception reading response;
nested exception is:
java.net.SocketTimeoutException: Read timed out
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2202)
at com.sun.mail.smtp.SMTPTransport.close(SMTPTransport.java:1212)
at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:473)
... 104 more
Caused by: java.net.SocketTimeoutException: Read timed out
at java.base/java.net.SocketInputStream.socketRead0(Native Method)
at java.base/java.net.SocketInputStream.socketRead(SocketInputStream.java:116)
at java.base/java.net.SocketInputStream.read(SocketInputStream.java:171)
at java.base/java.net.SocketInputStream.read(SocketInputStream.java:141)
at java.base/sun.security.ssl.SSLSocketInputRecord.read(SSLSocketInputRecord.java:425)
at java.base/sun.security.ssl.SSLSocketInputRecord.bytesInCompletePacket(SSLSocketInputRecord.java:65)
at java.base/sun.security.ssl.SSLSocketImpl.bytesInCompletePacket(SSLSocketImpl.java:918)
at java.base/sun.security.ssl.AppInputStream.read(AppInputStream.java:144)
at com.sun.mail.util.TraceInputStream.read(TraceInputStream.java:124)
at java.base/java.io.BufferedInputStream.fill(BufferedInputStream.java:252)
at java.base/java.io.BufferedInputStream.read(BufferedInputStream.java:271)
at com.sun.mail.util.LineInputStream.readLine(LineInputStream.java:89)
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2182)
... 106 more
org.springframework.mail.MailSendException: Failed to close server connection after message sending; nested exception is javax.mail.MessagingException: Exception reading response;
nested exception is:
java.net.SocketTimeoutException: Read timed out
at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:482)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:359)
at org.springframework.mail.javamail.JavaMailSenderImpl.send(JavaMailSenderImpl.java:354)
at com.myapp.util.EmailServiceImpl.sendTemplatedMessage(EmailServiceImpl.java:61)
at com.myapp.util.EmailServiceImpl.sendTemplatedMessage(EmailServiceImpl.java:35)
at com.myapp.controller.StayController.sendConfirmEmailToGuest(StayController.java:437)
at com.myapp.controller.StayController.saveStay(StayController.java:383)
at com.myapp.controller.StayController.createStay(StayController.java:163)
at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
......
......
......
at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1468)
at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49)
at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1135)
at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:635)
at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
at java.base/java.lang.Thread.run(Thread.java:844)
Caused by: javax.mail.MessagingException: Exception reading response;
nested exception is:
java.net.SocketTimeoutException: Read timed out
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2202)
at com.sun.mail.smtp.SMTPTransport.close(SMTPTransport.java:1212)
at org.springframework.mail.javamail.JavaMailSenderImpl.doSend(JavaMailSenderImpl.java:473)
... 104 more
Caused by: java.net.SocketTimeoutException: Read timed out
at java.base/java.net.SocketInputStream.socketRead0(Native Method)
at java.base/java.net.SocketInputStream.socketRead(SocketInputStream.java:116)
at java.base/java.net.SocketInputStream.read(SocketInputStream.java:171)
at java.base/java.net.SocketInputStream.read(SocketInputStream.java:141)
at java.base/sun.security.ssl.SSLSocketInputRecord.read(SSLSocketInputRecord.java:425)
at java.base/sun.security.ssl.SSLSocketInputRecord.bytesInCompletePacket(SSLSocketInputRecord.java:65)
at java.base/sun.security.ssl.SSLSocketImpl.bytesInCompletePacket(SSLSocketImpl.java:918)
at java.base/sun.security.ssl.AppInputStream.read(AppInputStream.java:144)
at com.sun.mail.util.TraceInputStream.read(TraceInputStream.java:124)
at java.base/java.io.BufferedInputStream.fill(BufferedInputStream.java:252)
at java.base/java.io.BufferedInputStream.read(BufferedInputStream.java:271)
at com.sun.mail.util.LineInputStream.readLine(LineInputStream.java:89)
at com.sun.mail.smtp.SMTPTransport.readServerResponse(SMTPTransport.java:2182)
... 106 more
I have tried setting an incorrect SMTP server or bad credentials and this made the connection fail, so I assumed the server and credentials are correct as they are, and the error happens after a successful connection.
The account used hasn't reached its limit, as another VM uses the same credentials and sends emails without problem.
I've tried changing "Start TLS" settings to false and use port 465 instead, but this isn't working either.
Any help is appreciated !! Thanks in advance!

After much more trial and error with the configuration, I found out that it required an application property "spring.mail.protocol" in the configuration.
I've added the line protocol: smtp in application.yml:
spring:
mail:
protocol: smtp
And that fixed the read timeout issue, email are now sent properly. Hope that may help someone in the future.

I did face the same issue, but my scenario was a bit different
I was trying to send in a schedule manner using quartz
When I did not use Quartz, it was all working fine, but with quartz it started failing
The above solution did not help me, but pointed me in direction of looking at the properties that I had set.
Increasing the connection timeout did the job for me
Thus changed the application properties
from:
spring.mail.properties.mail.smtp.timeout=3000
to:
spring.mail.properties.mail.smtp.timeout=25000
Hope it works for others as well

NoClassDefFoundError When trying to use Gmail API to send a email

This is my first time using the Gmail REST API and I'm trying to send an email using it. I followed the instructions on Google Developer site and got the authentication part successful. But now when I'm trying to send a email an Exception is thrown. Complete exception is,
Exception in thread "main" java.lang.NoClassDefFoundError: com/sun/mail/util/MailLogger
at javax.mail.Session.initLogger(Session.java:227)
at javax.mail.Session.<init>(Session.java:212)
at javax.mail.Session.getDefaultInstance(Session.java:315)
at gmailconsole.Email.createEmail(Email.java:45)
at gmailconsole.GmailApiQuickStart.main(GmailApiQuickStart.java:91)
Caused by: java.lang.ClassNotFoundException: com.sun.mail.util.MailLogger
at java.net.URLClassLoader$1.run(URLClassLoader.java:372)
at java.net.URLClassLoader$1.run(URLClassLoader.java:361)
at java.security.AccessController.doPrivileged(Native Method)
at java.net.URLClassLoader.findClass(URLClassLoader.java:360)
at java.lang.ClassLoader.loadClass(ClassLoader.java:424)
at sun.misc.Launcher$AppClassLoader.loadClass(Launcher.java:308)
at java.lang.ClassLoader.loadClass(ClassLoader.java:357)
... 5 more
The code that associated with the exception
public static void sendMessage(Gmail service, String userId, MimeMessage email)
throws MessagingException, IOException {
Message message = createMessageWithEmail(email);
message = service.users().messages().send(userId, message).execute();
System.out.println("Message id: " + message.getId());
System.out.println(message.toPrettyString());
}
Method call in the main class
try {
MimeMessage mimeMessage = Email.createEmail("isurub1992#gmail.com", "me", "Test", "This is a test message");
Email.sendMessage(service, "me", mimeMessage);
} catch (MessagingException ex) {
ex.printStackTrace();
}
P.S : I have added all the libraries and JavaEE API Library in NetBeasns

ClassNotFoundException is definite: the class is not found in classpath.
Short search reveals that the missing class com.sun.mail.util.MailLogger is found in com.sun.mail_1.4.2.jar; so have a look, I would place a bet that this would solve your problem.
Not the same problem, but it could be a nice information for you, too:
java.lang.NoClassDefFoundError: javax/mail/Authenticator, whats wrong?

Sending Email Exception in Play! 2

I am trying to send an email in the Play! Framework v 2.1.1.
In build.scala I have:
"com.typesafe" %% "play-plugins-mailer" % "2.1.0"
In conf/application.conf I have:
smtp.host=smtp.gmail.com
smtp.port= "587"
smtp.ssl=true
smtp.tls=true
smtp.user="dylanrboudro#gmail.com"
smtp.password="xxxxxx"
I have also tried smtp.port = "465"
The method to send the email is:
public void Email() {
MailerAPI mail = play.Play.application().plugin(MailerPlugin.class).email();
mail.setSubject("test");
mail.addRecipient("dylanrboudro#gmail.com");
mail.addFrom("DevOpsNotifications#gmail.com");
String body = "this is the first email sent by the devops requestor";
mail.sendHtml(body);
I am getting this error:
[RuntimeException: org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.gmail.com:587]
And this stack trace:
! #6f9o6gmj8 - Internal server error, for (POST) [/request] ->
play.api.Application$$anon$1: Execution exception[[RuntimeException: org.apache.
commons.mail.EmailException: Sending the email to the following server failed :
smtp.gmail.com:587]]
at play.api.Application$class.handleError(Application.scala:289) ~[play_
2.10.jar:2.1.1]
at play.api.DefaultApplication.handleError(Application.scala:383) [play_
2.10.jar:2.1.1]
at play.core.server.netty.PlayDefaultUpstreamHandler$$anon$2$$anonfun$ha
ndle$1.apply(PlayDefaultUpstreamHandler.scala:144) [play_2.10.jar:2.1.1]
at play.core.server.netty.PlayDefaultUpstreamHandler$$anon$2$$anonfun$ha
ndle$1.apply(PlayDefaultUpstreamHandler.scala:140) [play_2.10.jar:2.1.1]
at play.api.libs.concurrent.PlayPromise$$anonfun$extend1$1.apply(Promise
.scala:113) [play_2.10.jar:2.1.1]
at play.api.libs.concurrent.PlayPromise$$anonfun$extend1$1.apply(Promise
.scala:113) [play_2.10.jar:2.1.1]
java.lang.RuntimeException: org.apache.commons.mail.EmailException: Sending the
email to the following server failed : smtp.gmail.com:587
at play.libs.F$Promise$6.apply(F.java:401) ~[play_2.10.jar:2.1.1]
at scala.concurrent.Future$$anonfun$map$1.liftedTree2$1(Future.scala:253
) ~[scala-library.jar:na]
at scala.concurrent.Future$$anonfun$map$1.apply(Future.scala:249) ~[scal
a-library.jar:na]
at scala.concurrent.Future$$anonfun$map$1.apply(Future.scala:249) ~[scal
a-library.jar:na]
at scala.concurrent.impl.CallbackRunnable.run(Promise.scala:29) ~[scala-
library.jar:na]
at akka.dispatch.BatchingExecutor$Batch$$anonfun$run$1.liftedTree1$1(Bat
chingExecutor.scala:67) ~[akka-actor_2.10.jar:na]
Caused by: org.apache.commons.mail.EmailException: Sending the email to the foll
owing server failed : smtp.gmail.com:587
at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1242) ~[comm
ons-email-1.2.jar:1.2]
at org.apache.commons.mail.Email.send(Email.java:1267) ~[commons-email-1
.2.jar:1.2]
at com.typesafe.plugin.CommonsMailer.send(MailerPlugin.scala:242) ~[play
-plugins-mailer_2.10-2.1.0.jar:2.1.0]
at com.typesafe.plugin.MailerBuilder$class.sendHtml(MailerPlugin.scala:2
04) ~[play-plugins-mailer_2.10-2.1.0.jar:2.1.0]
at com.typesafe.plugin.CommonsMailer.sendHtml(MailerPlugin.scala:215) ~[
play-plugins-mailer_2.10-2.1.0.jar:2.1.0]
at models.V1Project.Email(V1Project.java:211) ~[na:na]
Caused by: javax.mail.MessagingException: Could not connect to SMTP host: smtp.g
mail.com, port: 465
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1391) ~
[mail-1.4.1.jar:1.4.1]
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:41
2) ~[mail-1.4.1.jar:1.4.1]
at javax.mail.Service.connect(Service.java:310) ~[mail-1.4.1.jar:1.4.1]
at javax.mail.Service.connect(Service.java:169) ~[mail-1.4.1.jar:1.4.1]
at javax.mail.Service.connect(Service.java:118) ~[mail-1.4.1.jar:1.4.1]
at javax.mail.Transport.send0(Transport.java:188) ~[mail-1.4.1.jar:1.4.1
]
Caused by: java.net.ConnectException: Connection timed out: connect
at java.net.DualStackPlainSocketImpl.connect0(Native Method) ~[na:1.7.0_
07]
at java.net.DualStackPlainSocketImpl.socketConnect(DualStackPlainSocketI
mpl.java:69) ~[na:1.7.0_07]
at java.net.AbstractPlainSocketImpl.doConnect(AbstractPlainSocketImpl.ja
va:339) ~[na:1.7.0_07]
at java.net.AbstractPlainSocketImpl.connectToAddress(AbstractPlainSocket
Impl.java:200) ~[na:1.7.0_07]
at java.net.AbstractPlainSocketImpl.connect(AbstractPlainSocketImpl.java
:182) ~[na:1.7.0_07]
at java.net.PlainSocketImpl.connect(PlainSocketImpl.java:157) ~[na:1.7.0
_07]
Anyone have any idea? Thanks so much!

You need to remove quotes from smtp.port settings.
It should be smtp.port = 587.
I'm not using quotes for the smtp.password field and it is working for me.

Here is a sample app that does what you need:
https://github.com/jamesward/play-emailer
Perhaps try that app and see if it works. If not, then your problem is likely that your network doesn't allow the outbound connection.