JavaMail with MS Exchange: No authentication mechansims supported by both server and client

Question

I've been trying for days now to send mail from Grails application and unsuccessfully. I'm using:

• grails 1.3.7
• mail 1.0 plugin
• spring-security-core 1.2.6 plugin
• tomcat 7.0.23

Specifficaly I'm trying to send mail with Exchange from application deployed on Tomcat server trought port 25 with no authentication, no SSL.

I've tried to send message with telnet from the VMWare virtual machine on which the app is deployed and it got trough.

This is my class for sending mails:

public boolean sendMessage(String to, String msgSubject, String msgText) 
{
    String host = "mail.mydomain.com";
    String username = "[email protected]"; // your authsmtp username
    String password = "mypassword" // your authsmtp password
    String from = "[email protected]";

    Properties props = System.getProperties();
    props.put("mail.smtp.host", host);
    props.put("mail.smtp.user", username);
    props.put("mail.smtp.password", password);
    props.put("mail.smtp.port", "25"); // thish is the port recommended by authsmtp
    props.put("mail.smtp.auth", "false");

    Session session = Session.getDefaultInstance(props, null);
    MimeMessage message = new MimeMessage(session);
    message.setFrom(new InternetAddress(from));

    InternetAddress to_address = new InternetAddress(to);
    message.addRecipient(Message.RecipientType.TO, to_address);

    message.setSubject(msgSubject);
    message.setText(msgText);
    Transport transport = session.getTransport("smtp");
    transport.connect(host, username, password);
    transport.sendMessage(message, message.getAllRecipients());
    transport.close();
    return true;
}

This is error stack trace:

javax.mail.AuthenticationFailedException: No authentication mechansims supported by both server and client

at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:590)

at javax.mail.Service.connect(Service.java:291)

at javax.mail.Service.connect(Service.java:172)

at javax.mail.Service$connect.call(Unknown Source)

at org.helpdesk.MymailService.sendMessage(MymailService.groovy:37)

at org.helpdesk.MymailService$sendMessage.call(Unknown Source)

at org.helpdesk.RequestController$_closure13.doCall(RequestController.groovy:247)

at org.helpdesk.RequestController$_closure13.doCall(RequestController.groovy)

at java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)

at java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)

at java.lang.Thread.run(Unknown Source)

I've read few dozen posts considering problems like this but I've still havent manage to solve the problem. Any help is appreciated.

*EDIT:*Is it possible that there are some problems sending mails using javaMail with Exchange server SMTP when there is no authentication?

Answer 1

If you're trying to connect to your mail server without authentication, call the connect method that doesn't take a username and password. If you pass it a username and password, it thinks you really want to authenticate, and since it can't find an authentication mechanism that the server supports, it fails.