Must issue a STARTTLS command

Question

I am trying to send error email through log4j. by using following appender:

 <appender name="ERROR_MAIL" class="org.apache.log4j.net.SMTPAppender">
   <param name="SMTPUsername" value="xxxxxx@gmail.com" />
    <param name="SMTPPassword" value="**********" />
    <param name="To" value="test@gmail.com"/>
    <param name="From" value="xxxxxx@gmail.com"/>
    <param name="Subject" value="Newyse Error "/>
    <param name="SMTPHost" value="smtp.gmail.com"/>
    <param name="SMTPPort" value="25" />
    <param name="BufferSize" value="10"/>
    <layout class="org.apache.log4j.PatternLayout">
      <param name="ConversionPattern" value="[%d{ISO8601} %t %5p %c:$L]"/>
    </layout>
    <filter class="org.apache.log4j.varia.LevelRangeFilter">
      <param name="LevelMin" value="ERROR"/>
      <param name="LevelMax" value="FATAL"/>
    </filter>
  </appender>   

but I am getting the following exception

com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS command first. wr9sm43519864pbc.7 - gsmtp

from several other question I understood that I need to add the following property in the smtpAppender

props.put("mail.smtp.starttls.enable", "true");

So how we can add it to the existing SMTPAppender ?

Answer 1

Many Thanks to @Jk1 to give me the answer that lands me to get the working code with configuration mentioned in the question.

import java.util.Date;
import java.util.Properties;

import javax.mail.Authenticator;
import javax.mail.Message;
import javax.mail.MessagingException;
import javax.mail.Multipart;
import javax.mail.PasswordAuthentication;
import javax.mail.Session;
import javax.mail.internet.MimeBodyPart;
import javax.mail.internet.MimeMultipart;

import org.apache.log4j.Layout;
import org.apache.log4j.helpers.LogLog;
import org.apache.log4j.net.SMTPAppender;
import org.apache.log4j.spi.LoggingEvent;

import com.sun.mail.smtp.SMTPTransport;

/**
 * Extension of Log4j {@link SMTPAppender} for Gmail support
 * 
 */
public class SecureSMTPAppender extends SMTPAppender
{
  /**
   * Cached session for later use i.e. while sending emails
   */
  protected Session session;

  public SecureSMTPAppender()
  {
    super();
  }

  /**
   * Create mail session.
   * 
   * @return mail session, may not be null.
   */
  protected Session createSession()
  {
    Properties props = new Properties();
    props.put("mail.smtps.host", getSMTPHost());
    props.put("mail.smtps.auth", "true");

    Authenticator auth = null;
    if (getSMTPPassword() != null && getSMTPUsername() != null)
    {
      auth = new Authenticator()
      {
        protected PasswordAuthentication getPasswordAuthentication()
        {
          return new PasswordAuthentication(getSMTPUsername(), getSMTPPassword());
        }
      };
    }
    session = Session.getInstance(props, auth);
    if (getSMTPDebug())
    {
      session.setDebug(getSMTPDebug());
    }
    return session;
  }

  /**
   * Send the contents of the cyclic buffer as an e-mail message.
   */
  protected void sendBuffer()
  {
    try
    {
      MimeBodyPart part = new MimeBodyPart();

      StringBuffer sbuf = new StringBuffer();
      String t = layout.getHeader();
      if (t != null)
        sbuf.append(t);
      int len = cb.length();
      for (int i = 0; i < len; i++)
      {
        LoggingEvent event = cb.get();
        sbuf.append(layout.format(event));
        if (layout.ignoresThrowable())
        {
          String[] s = event.getThrowableStrRep();
          if (s != null)
          {
            for (int j = 0; j < s.length; j++)
            {
              sbuf.append(s[j]);
              sbuf.append(Layout.LINE_SEP);
            }
          }
        }
      }

      t = layout.getFooter();
      if (t != null)
        sbuf.append(t);
      part.setContent(sbuf.toString(), layout.getContentType());

      Multipart mp = new MimeMultipart();
      mp.addBodyPart(part);
      msg.setContent(mp);

      msg.setSentDate(new Date());
      send(msg);
    } catch (Exception e)
    {
      LogLog.error("Error occured while sending e-mail notification.", e);
    }
  }

  /**
   * Pulled email send stuff i.e. Transport.send()/Transport.sendMessage(). So
   * that on required this logic can be enhanced.
   * 
   * @param msg
   *          Email Message
   * @throws MessagingException
   */
  protected void send(Message msg) throws MessagingException
  {
    SMTPTransport t = (SMTPTransport) session.getTransport("smtps");
    try
    {
      t.connect(getSMTPHost(), getSMTPUsername(), getSMTPPassword());
      t.sendMessage(msg, msg.getAllRecipients());
    } finally
    {
      System.out.println("Response: " + t.getLastServerResponse());
      t.close();
    }
  }
}