cannot send email through Outlook

[Eduardo Ponce de Leon]

I am trying to send an email with javamail and I am not able to.

This is my code...

		final String host = "HOST";
		String user = "[strike]USER[/strike]";
		String password = "[strike]PASSWORD[/strike]";

		Properties properties = new Properties();
		Session session = Session.getDefaultInstance(properties);
		session.setDebug(true);

		// SMTP CONNECT
		Transport transport = session.getTransport("smtp");
		transport.connect(host, user, password);
		System.out.println("SMTP Connect successful");

When I run this...this is my response

DEBUG: setDebug: JavaMail version 1.4.4
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Sun Microsystems, Inc]
DEBUG SMTP: useEhlo true, useAuth false
DEBUG SMTP: trying to connect to host shalalalalalaa, port 25, isSSL false
220 shalalallala Microsoft ESMTP MAIL Service, Version: 6.0.3790.4675 ready at  Thu, 12 Jan 2012 12:16:17 -0600 
DEBUG SMTP: connected to host "shalallala", port: 25

EHLO DMX82930
250-shalallala Hello [10.58.209.71]
250-TURN
250-SIZE
250-ETRN
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8bitmime
250-BINARYMIME
250-CHUNKING
250-VRFY
250-X-EXPS GSSAPI NTLM LOGIN
250-X-EXPS=LOGIN
250-AUTH GSSAPI NTLM LOGIN
250-AUTH=LOGIN
250-X-LINK2STATE
250-XEXCH50
250 OK
DEBUG SMTP: Found extension "TURN", arg ""
DEBUG SMTP: Found extension "SIZE", arg ""
DEBUG SMTP: Found extension "ETRN", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "DSN", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "8bitmime", arg ""
DEBUG SMTP: Found extension "BINARYMIME", arg ""
DEBUG SMTP: Found extension "CHUNKING", arg ""
DEBUG SMTP: Found extension "VRFY", arg ""
DEBUG SMTP: Found extension "X-EXPS", arg "GSSAPI NTLM LOGIN"
DEBUG SMTP: Found extension "X-EXPS=LOGIN", arg ""
DEBUG SMTP: Found extension "AUTH", arg "GSSAPI NTLM LOGIN"
DEBUG SMTP: Found extension "AUTH=LOGIN", arg ""
DEBUG SMTP: Found extension "X-LINK2STATE", arg ""
DEBUG SMTP: Found extension "XEXCH50", arg ""
DEBUG SMTP: Found extension "OK", arg ""
DEBUG SMTP: Attempt to authenticate
DEBUG SMTP: check mechanisms: LOGIN PLAIN DIGEST-MD5 NTLM 
AUTH LOGIN
334 VXNlcm5hbWU6
ZXBvbmNlZGU=
334 UGFzc3dvcmQ6
OTcxNklzZWxh
235 2.7.0 Authentication successful.
SMTP Connect successful

But when I try to add this lines to send a message

		MimeMessage message = new MimeMessage(session);
		message.setFrom(new InternetAddress(FROM_EMAIL));
		message.addRecipient(Message.RecipientType.TO, new InternetAddress(
				TO_EMAIL));
		message.setSubject("Hello JavaMail");
		message.setText("Welcome to JavaMail");

		// Send message
		Transport.send(message);

I get this error..

Exception in thread "main" javax.mail.MessagingException: Could not connect to SMTP host: localhost, port: 25;
  nested exception is:
	java.net.ConnectException: Connection refused: connect
	at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1934)
	at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:638)
	at javax.mail.Service.connect(Service.java:295)
	at javax.mail.Service.connect(Service.java:176)
	at javax.mail.Service.connect(Service.java:125)
	at javax.mail.Transport.send0(Transport.java:194)
	at javax.mail.Transport.send(Transport.java:124)
	at NTLMTest.main(NTLMTest.java:33)
Caused by: java.net.ConnectException: Connection refused: connect
	at java.net.PlainSocketImpl.socketConnect(Native Method)
	at java.net.PlainSocketImpl.doConnect(Unknown Source)
	at java.net.PlainSocketImpl.connectToAddress(Unknown Source)
	at java.net.PlainSocketImpl.connect(Unknown Source)
	at java.net.SocksSocketImpl.connect(Unknown Source)
	at java.net.Socket.connect(Unknown Source)
	at java.net.Socket.connect(Unknown Source)
	at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:288)
	at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:231)
	at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1900)
	... 7 more

Can anybody help!!

[Rob Spoor]

The exception shows that it's trying to use "localhost" for sending. That's because, unlike the first piece of code, it uses the SMTP host specified in the Properties you use to get the Session. You probably didn't specify any, so it defaults to local host.

You can solve this two ways:
1) Specify the SMTP host with key "mail.smtp.host". The authentication must be done through keys "mail.smtp.user" and "mail.smtp.pass" or an Authenticator.
2) Get a Transport object as in your first piece of code, then first call saveChanges on the message and then use the Transport's non-static sendMessage method:

MimeMessage message = new MimeMessage(session);  
message.setFrom(new InternetAddress(FROM_EMAIL));  
message.addRecipient(Message.RecipientType.TO, new InternetAddress(TO_EMAIL));  
message.setSubject("Hello JavaMail");  
message.setText("Welcome to JavaMail");  
message.saveChanges();

final String host = "HOST";  
String user = "[strike]USER[/strike]";  
String password = "[strike]PASSWORD[/strike]";  
  
Transport transport = session.getTransport("smtp");  
transport.connect(host, user, password);  
System.out.println("SMTP Connect successful");  

// Send message  
transport.sendMessage(message, message.getAllRecipients());

Also, you don't send emails through Outlook this way. Outlook is the client written by Microsoft. Their server software is called Exchange.

[Eduardo Ponce de Leon]

Rob,
Thank you for the reply. It was very helpful. Ive applied the changes you suggested and unfortunately something else came up, which I am not sure but might me harder to debug!

Exception in thread "main" javax.mail.SendFailedException: Invalid Addresses;
  nested exception is:
	com.sun.mail.smtp.SMTPAddressFailedException: 550 5.7.1 Unable to relay for [e-mail]

	at com.sun.mail.smtp.SMTPTransport.rcptTo(SMTPTransport.java:1835)
	at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:1098)
	at NTLMTest.main(NTLMTest.java:34)
Caused by: com.sun.mail.smtp.SMTPAddressFailedException: 550 5.7.1 Unable to relay for [e-mail]

	at com.sun.mail.smtp.SMTPTransport.rcptTo(SMTPTransport.java:1686)
	... 2 more

[Paul Clapham]

But that is specifically one of the entries in the JavaMail FAQ. I strongly recommend you read this document -- not just the part about your current problem, but all of it. That should give you a better insight into how Internet e-mail works.

[Eduardo Ponce de Leon]

Paul,
I cannot view the link.

[Paul Clapham]

Then your google keywords are "javamail faq". If you can't read the link you get from your web search, then I suggest you go to your network manager and complain.