Sending emails using Exchange 2013 server and NTLM authentication

Dear all,

I'm using Django 1.11 and want to send mails by utilizing an Exchange 2013 server which only supports NTLM for SMTP authentification. I realized that the default email backend `django.core.mail.backends.smtp.EmailBackend` only supports LOGIN, PLAIN or CRAM-MD5 for authentication. Luckily, I found another promising backend (https://github.com/shadiakiki1986/django-smtp-ntlm-backend) for SMTP with NTLM authentication. Installation of the backend was successful but it does not work. 

The following happens at the Python console:

>>> from django.core.mail import send_mail

>>> send_mail('test subject', 'message', 'email@address.com', ['recipient@gmail.com'], fail_silently=False,)

Traceback (most recent call last):

  File "<stdin>", line 1, in <module>

  File "/usr/local/lib/python2.7/site-packages/django/core/mail/__init__.py", line 62, in send_mail

    return mail.send()

  File "/usr/local/lib/python2.7/site-packages/django/core/mail/message.py", line 348, in send

    return self.get_connection(fail_silently).send_messages([self])

  File "/usr/local/lib/python2.7/site-packages/django/core/mail/backends/smtp.py", line 111, in send_messages

    sent = self._send(message)

  File "/usr/local/lib/python2.7/site-packages/django/core/mail/backends/smtp.py", line 127, in _send

    self.connection.sendmail(from_email, recipients, message.as_bytes(linesep='\r\n'))

  File "smtplib.py", line 736, in sendmail

    self.rset()

  File "smtplib.py", line 470, in rset

    return self.docmd("rset")

  File "smtplib.py", line 395, in docmd

    return self.getreply()

  File "smtplib.py", line 369, in getreply

    raise SMTPServerDisconnected("Connection unexpectedly closed")

smtplib.SMTPServerDisconnected: Connection unexpectedly closed

Relevant settings in settings.py:

EMAIL_ENABLE=True

EMAIL_BACKEND=django_smtp_ntlm_backendNTLMEmail 

EMAIL_HOST=<mailserver>

EMAIL_PORT=25

EMAIL_HOST_USER=<domain>\<user>

EMAIL_HOST_PASSWORD=<password>

DEFAULT_FROM_EMAIL=<email>

EMAIL_USE_SSL=False                                                                                                                                                  

EMAIL_USE_TLS=False

The settings for the mail server are correct and the mail server is working fine. I am able to send mails with a SMTP testing tool called Swaks with the same settings using the same mail server. Does anybody has experience with using Exchange and NTLM authentication for sending emails with Django 1.11? Maybe there is another email backend I can use? I can imagine that things might be easier with a newer Django version and Python 3 because of changes in the underlying smtplib, but I'm stuck to Django 1.11. I'm grateful for any hints.

Best regards

Fabian

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