[java] Using Javamail to connect to Gmail smtp server ignores specified port and tries to use 25

I'm trying to use javamail in a groovy script to send out an email via gmail. I've looked many places online and have been unable to get it working thus far. The error I'm getting when running my script is:

DEBUG SMTP: useEhlo true, useAuth false
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 25, isSSL false
Caught: javax.mail.SendFailedException: Send failure (javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 25 (javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?))

It appears to be trying to use port 25 even though I've specified that it should use port 587. Does anyone know what could be causing this problem, I've used telnet to connect to the smtp server on port 587, and thunderbird uses port 587 with STARTTLS security and is able to successfully send mail using the smtp server. This tells me that it is not a blocked port or connectivity issue. Here is the code I'm using to try and send the email:

import javax.mail.*
import javax.mail.internet.*

private class SMTPAuthenticator extends Authenticator
{
    public PasswordAuthentication getPasswordAuthentication()
    {
        return new PasswordAuthentication('[email protected]', 'password');
    }
}

def  d_email = "[email protected]",
        d_password = "password",
        d_host = "smtp.gmail.com",
        d_port  = "587", //465,587
        m_to = "[email protected]",
        m_subject = "Testing",
        m_text = "This is a test."

def props = new Properties()
props.put("mail.smtp.user", d_email)
props.put("mail.smtp.host", d_host)
props.put("mail.smtp.port", d_port)
props.put("mail.smtp.starttls.enable","true")
props.put("mail.smtp.debug", "true");
props.put("mail.smtp.auth", "true")
props.put("mail.smtp.socketFactory.port", d_port)
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory")
props.put("mail.smtp.socketFactory.fallback", "false")

def auth = new SMTPAuthenticator()
def session = Session.getInstance(props, auth)
session.setDebug(true);

def msg = new MimeMessage(session)
msg.setText(m_text)
msg.setSubject(m_subject)
msg.setFrom(new InternetAddress(d_email))
msg.addRecipient(Message.RecipientType.TO, new InternetAddress(m_to))
Transport.send(msg)

Any help would be greatly appreciated. Thanks in advance!

-Bryan

This question is related to java groovy smtp gmail jakarta-mail

The answer is


In Java you would do something similar to:

Transport transport = session.getTransport("smtps");
transport.connect (smtp_host, smtp_port, smtp_username, smtp_password);
transport.sendMessage(msg, msg.getAllRecipients());
transport.close();    

Note 'smtpS' protocol. Also socketFactory properties is no longer necessary in modern JVMs but you might need to set 'mail.smtps.auth' and 'mail.smtps.starttls.enable' to 'true' for Gmail. 'mail.smtps.debug' could be helpful too.


For anyone looking for a full solution, I got this working with the following code based on maximdim's answer:

import javax.mail.*
import javax.mail.internet.*

private class SMTPAuthenticator extends Authenticator
{
    public PasswordAuthentication getPasswordAuthentication()
    {
        return new PasswordAuthentication('[email protected]', 'test1234');
    }
}

def  d_email = "[email protected]",
        d_uname = "email",
        d_password = "password",
        d_host = "smtp.gmail.com",
        d_port  = "465", //465,587
        m_to = "[email protected]",
        m_subject = "Testing",
        m_text = "Hey, this is the testing email."

def props = new Properties()
props.put("mail.smtp.user", d_email)
props.put("mail.smtp.host", d_host)
props.put("mail.smtp.port", d_port)
props.put("mail.smtp.starttls.enable","true")
props.put("mail.smtp.debug", "true");
props.put("mail.smtp.auth", "true")
props.put("mail.smtp.socketFactory.port", d_port)
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory")
props.put("mail.smtp.socketFactory.fallback", "false")

def auth = new SMTPAuthenticator()
def session = Session.getInstance(props, auth)
session.setDebug(true);

def msg = new MimeMessage(session)
msg.setText(m_text)
msg.setSubject(m_subject)
msg.setFrom(new InternetAddress(d_email))
msg.addRecipient(Message.RecipientType.TO, new InternetAddress(m_to))

Transport transport = session.getTransport("smtps");
transport.connect(d_host, 465, d_uname, d_password);
transport.sendMessage(msg, msg.getAllRecipients());
transport.close();

Maybe useful for anyone else running into this issue: When setting the port on the properties:

props.put("mail.smtp.port", smtpPort);

..make sure to use a string object. Using a numeric (ie Long) object will cause this statement to seemingly have no effect.


Examples related to java

Under what circumstances can I call findViewById with an Options Menu / Action Bar item? How much should a function trust another function How to implement a simple scenario the OO way Two constructors How do I get some variable from another class in Java? this in equals method How to split a string in two and store it in a field How to do perspective fixing? String index out of range: 4 My eclipse won't open, i download the bundle pack it keeps saying error log

Examples related to groovy

Jenkins pipeline how to change to another folder groovy.lang.MissingPropertyException: No such property: jenkins for class: groovy.lang.Binding Run bash command on jenkins pipeline Try-catch block in Jenkins pipeline script How to print a Groovy variable in Jenkins? Jenkins pipeline if else not working How to set and reference a variable in a Jenkinsfile Jenkins: Can comments be added to a Jenkinsfile? How to define and use function inside Jenkins Pipeline config? Jenkins: Cannot define variable in pipeline stage

Examples related to smtp

5.7.57 SMTP - Client was not authenticated to send anonymous mail during MAIL FROM error PHPMailer - SMTP ERROR: Password command failed when send mail from my server php function mail() isn't working Gmail Error :The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required "An attempt was made to access a socket in a way forbidden by its access permissions" while using SMTP Getting error while sending email through Gmail SMTP - "Please log in via your web browser and then try again. 534-5.7.14" SmtpException: Unable to read data from the transport connection: net_io_connectionclosed How to configure SMTP settings in web.config Send mail via CMD console Mail not sending with PHPMailer over SSL using SMTP

Examples related to gmail

Expected response code 250 but got code "535", with message "535-5.7.8 Username and Password not accepted How to to send mail using gmail in Laravel? HTML image not showing in Gmail Gmail Error :The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required Send email from localhost running XAMMP in PHP using GMAIL mail server The server response was: 5.7.0 Must issue a STARTTLS command first. i16sm1806350pag.18 - gsmtp Gmail: 530 5.5.1 Authentication Required. Learn more at Sending mail attachment using Java Javamail Could not convert socket to TLS GMail Unable to send email using Gmail SMTP server through PHPMailer, getting error: SMTP AUTH is required for message submission on port 587. How to fix?

Examples related to jakarta-mail

Base64: java.lang.IllegalArgumentException: Illegal character javax.mail.MessagingException: Could not connect to SMTP host: localhost, port: 25 Solve error javax.mail.AuthenticationFailedException java.lang.NoClassDefFoundError: com/sun/mail/util/MailLogger for JUnit test case for Java mail Javamail Could not convert socket to TLS GMail Send Mail to multiple Recipients in java Error - trustAnchors parameter must be non-empty javax.mail.AuthenticationFailedException: failed to connect, no password specified? package javax.mail and javax.mail.internet do not exist How do I send an HTML email?