Getting Issue com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. dg12sm142339333pac.47 - gsmtp

Question

i am trying to send a mail using java mail api using the below code but getting some error(530 5.7.0 Must issue a STARTTLS command first. v2sm21182861pfi.93 - gsmtp) ,Please any one help me to run below code thanks in advance.

CODE

import java.util.Properties;
import javax.mail.Message;
import javax.mail.MessagingException;
import javax.mail.PasswordAuthentication;
import javax.mail.Session;
import javax.mail.Transport;
import javax.mail.internet.InternetAddress;
import javax.mail.internet.MimeBodyPart;
import javax.mail.internet.MimeMessage;
import javax.mail.internet.MimeMultipart;

public class SendMailTest {

public static boolean sendHTMLMail() {
    String msg, String[] to
    final String from = "*****@gmail.com";
    final String password = "****";
    String senderName = "some Name";
    String sub = "Some Subject";
    String msg = "testing mail";
    String[] to = new String[1];
    to[0] = "***@gmail.com";

    String host = "smtp.gmail.com";
    MimeMultipart multipart = new MimeMultipart();
    MimeBodyPart bodypart = new MimeBodyPart();

    Properties props = new Properties();
    props.put("mail.smtp.starttls.enable", "true");
    props.setProperty("mail.smtp.host", host);
    props.put("mail.smtp.port", 587);
    props.put("mail.smtp.auth", "true");
    mail.setTLS(true);
    try {
        Session session = Session.getInstance(props, new javax.mail.Authenticator() {
            @Override
            protected PasswordAuthentication getPasswordAuthentication() {
                return new PasswordAuthentication(from, password);
            }
        });
        Transport transport = session.getTransport("smtp");

        Message mimeMessage = new MimeMessage(session);
        mimeMessage.setFrom(new InternetAddress("" + senderName + "<" + from + ">"));

        InternetAddress[] toAddress = new InternetAddress[to.length];
        for (int i = 0; i < to.length; i++) {
            toAddress[i] = new InternetAddress(to[i]);
        }

        for (InternetAddress toAddres : toAddress) {
            mimeMessage.addRecipient(Message.RecipientType.TO, toAddres);
        }


        bodypart.setContent(msg, "text/html; charset=\"utf-8\"");
        multipart.addBodyPart(bodypart);

        mimeMessage.setSubject(sub);
        mimeMessage.setContent(multipart);

        transport.connect(from, password);
        transport.sendMessage(mimeMessage, mimeMessage.getAllRecipients());
        transport.close();
        return true;
    } catch (MessagingException me) {
        me.printStackTrace();
    }
    return false;
}

Error

DEBUG: loading new provider protocol=aws, className=com.amazonaws.services.simpleemail.AWSJavaMailTransport, vendor=Amazon Web Services LLC, version=null
DEBUG: loading new provider protocol=imap, className=com.sun.mail.imap.IMAPStore, vendor=Sun Microsystems, Inc, version=null
DEBUG: loading new provider protocol=imaps, className=com.sun.mail.imap.IMAPSSLStore, vendor=Sun Microsystems, Inc, version=null
DEBUG: loading new provider protocol=smtp, className=com.sun.mail.smtp.SMTPTransport, vendor=Sun Microsystems, Inc, version=null
DEBUG: loading new provider protocol=smtps, className=com.sun.mail.smtp.SMTPSSLTransport, vendor=Sun Microsystems, Inc, version=null
DEBUG: loading new provider protocol=pop3, className=com.sun.mail.pop3.POP3Store, vendor=Sun Microsystems, Inc, version=null
DEBUG: loading new provider protocol=pop3s, className=com.sun.mail.pop3.POP3SSLStore, vendor=Sun Microsystems, Inc, version=null
DEBUG: getProvider() returning provider protocol=smtp; type=javax.mail.Provider$Type@156c039; class=com.sun.mail.smtp.SMTPTransport; vendor=Sun Microsystems, Inc
DEBUG SMTP: useEhlo true, useAuth false
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 25, isSSL false
220 smtp.gmail.com ESMTP v2sm21182861pfi.93 - gsmtp
DEBUG SMTP: connected to host "smtp.gmail.com", port: 25

EHLO lenovo-PC
250-smtp.gmail.com at your service, [117.197.6.49]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8
DEBUG SMTP: Found extension "SIZE", arg "35882577"
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "CHUNKING", arg ""
DEBUG SMTP: Found extension "SMTPUTF8", arg ""
DEBUG SMTP: use8bit false
MAIL FROM:<xyz@gmail.com>
530 5.7.0 Must issue a STARTTLS command first. v2sm21182861pfi.93 - gsmtp
DEBUG SMTP: got response code 530, with response: 530 5.7.0 Must issue a STARTTLS command first. v2sm21182861pfi.93 - gsmtp

RSET
250 2.1.5 Flushed v2sm21182861pfi.93 - gsmtp
com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. v2sm21182861pfi.93 - gsmtp

com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. v2sm21182861pfi.93 - gsmtp

Answer 1

As per Using Javamail to connect to Gmail smtp server ignores specified port and tries to use 25

You probably need to use "smtps" for the protocol (and in every property), and not "smtp", and use the smtps port number (587) as a string(!), not the smtp one as a number.

(Yeah, I would expect it to be be intelligent about it when you enable starttls...)