javax.net.ssl.Sslexception when sending mail using Javamail

Question

Good morning. I’m having trouble sending an email using Javamail.

Returns the following exception:

(javax.mail.SendFailedException)javax.mail.SendFailedException: Sending failed; nested exception is: class javax.mail.MessagingException: Exception reading response; nested exception is: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?

I’ve already analyzed other questions, like, for example:

https://stackoverflow.com/questions/1157592/javax-net-ssl-sslexception-when-sending-mail-using-javamail

However the error still persists.

Note: I’ve already left the option enabled to allow less secure applications from my Gmail account. Also, using the Glassfish application manages to send the email. Apparently the problem is in Apache Tomcat.

Follows the code:

Properties props = new Properties();

props.put("mail.smtp.host", "smtp.gmail.com");
props.put("mail.smtp.starttls.enable", "true");
props.put("mail.smtp.socketFactory.port", "587");
props.put("mail.smtp.socketFactory.class", "javax.net.ssl.SSLSocketFactory");
props.put("mail.smtp.auth", "true");
props.put("mail.smtp.port", "587");

Session session1 = Session.getInstance(props,
    new javax.mail.Authenticator() {
        protected PasswordAuthentication getPasswordAuthentication() {
            return new PasswordAuthentication("email", "senha");
        }
    });

/**
 * Ativa Debug para sessão
 */
session1.setDebug(true);

try {

    Message message = new MimeMessage(session1);
    message.setFrom(new InternetAddress("enviaremail")); //Remetente

    String destinatario = (String) session.getAttribute("email");

    Address[] toUser = InternetAddress //Destinatário(s)
        .parse(destinatario);

    message.setRecipients(Message.RecipientType.TO, toUser);
    message.setSubject("Novo E-mail!"); //Assunto
    message.setText("Olá. Você recebeu um novo e-mail.");
    /**
     * Método para enviar a mensagem
     * criada
     */
    Transport.send(message);

    System.out.println("Feito!!!");

} catch (MessagingException e) {
    throw new RuntimeException(e);
}

Answer 1

I have this example that worked with me with GMAIL was with the same SSL problem. Remembering that had to configure in GMAIL a password that generates there too, if you do not do this does not work, I just do not remember where is.

private void sendEmail (Usuario usuario) throws Exception {

    Properties props = new Properties();
    props.put("mail.smtp.host", "smtp.gmail.com");
    props.put("mail.from", "[email protected]");
    props.put("mail.smtp.starttls.enable", "true");
    props.put("mail.smtp.ssl.enable", "false");
    props.put("mail.smtp.auth", "true");
    props.put("mail.smtp.port", "587");

    Authenticator authenticator = new Authenticator();
    props.setProperty("mail.smtp.submitter", authenticator.getPasswordAuthentication().getUserName());

    Session session = Session.getInstance(props, authenticator);
    MimeMessage msg = new MimeMessage(session);
    msg.setFrom();
    msg.setRecipients(Message.RecipientType.TO, "[email protected]");  
    // also tried @gmail.com
    msg.setSubject("Recuperação De Senha - ESC Pizzaria");
    //msg.setSentDate(new Date());
    msg.setText("Usuário: " + usuario.getLoginUsuario() + "\n" + 
                "Este e-mail foi enviado por: http://www.escpizzaria.com.br" + "\n" + 
                "Você recebeu esta e-mail, pois você esqueceu sua senha na ESC Pizzaria." + "\n\n" + 
                "------------------------------------------------" + "\n" + 
                "IMPORTANTE!" + "\n" + 
                "------------------------------------------------" + "\n" + 
                "Se você não solicitou este lembrete de senha, por favor IGNORE e EXCLUA este e-mail imediatamente." + "\n\n" +
                "Dados Da Sua Conta:" + "\n" + 
                "Nome Do Usuário: " + usuario.getLoginUsuario() + "\n\n" +
                "Acesse O Link Abaixo Para Trocar A Senha: \n\n" +
                "http://localhost:4200/usuario/trocarSenha/" + usuario.getLoginUsuario() + "/token/" + usuario.getTokenAlterarSenhaUsuario() + "\n "
                );

    Transport transport;
    transport = session.getTransport("smtp");
    transport.connect();
    msg.saveChanges(); 
    transport.sendMessage(msg, msg.getAllRecipients());
    transport.close();
}

private class Authenticator extends javax.mail.Authenticator {

    private PasswordAuthentication passwordAuthentication;
    public Authenticator() {

        String username = "[email protected]";
        String password = "mnmzczvfwzsubrev";
        passwordAuthentication = new PasswordAuthentication(username, password);
    }

    protected PasswordAuthentication getPasswordAuthentication() {
        return passwordAuthentication;
    }
}