Following the instructions did not work for me because I didn't recognize that Azure AD was being used. We only signed up for Exchange Online and wasn't aware Azure AD was being used as well, once I figured out that Azure AD was being used and those settings applied, it worked.
Exchange online plan 1 504 5.7.4 Unrecognized authentication type
I recently changed my email hosting to Microsoft Exchange online (plan 1). I have a windows desktop application and a scanner that I need to send emails from using SMTP. When I setup my account on the scanner device and software, I get the error "504 5.7.4 Unrecognized authentication type". How do I fix this error?
I have followed the directions:
How to set up a multifunction device or application to send email using Microsoft 365 or Office 365, Option 1
https://learn.microsoft.com/en-us/exchange/mail-flow-best-practices/how-to-set-up-a-multifunction-device-or-application-to-send-email-using-microsoft-365-or-office-365
Outlook on the web works, logon with username and password, send and receive emails.
Multifactor Authentication is disabled.
I have tried using the following host information, all returning the same error:
<mydomain>.mail.protection.outlook.com, port 25
smtp.office365.com, port 25
smtp.office365.com, port 587
My account is licensed: Exchange Online (Plan 1)
In Microsoft 365 admin center, active users, my user, manage email apps: (all are checked)
Outlook on the web - checked
Outlook desktop (MAPI) - checked
Exchange web services - checked
Mobile (Exchange ActiveSync) - checked
IMAP - checked
Pop - checked
Authenticated SMTP - checked
In Exchange properies for account:
Outlook on the web - enabled
Outlook desktop (MAPI) - enabled
Exchange web services - enabled
Mobile (Exchange ActiveSync) - enabled
IMAP - enabled
Pop - enabled
Using SMTP Diag tool, I get the following log trying to send an email:
Connecting to mail server.
Connected.
220 <isthisprivate>.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 20 Oct 2020 18:02:19 +0000
EHLO MYHOST
250-<isthisprivate>.outlook.office365.com Hello [1.2.3.4]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
AUTH LOGIN
504 5.7.4 Unrecognized authentication type [<isthisprivate>.CANPRD01.PROD.OUTLOOK.COM]
Forcing disconnection from SMTP server.
QUIT
221 2.0.0 Service closing transmission channel
Disconnected.
Thanks.
2 additional answers
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KyleXu-MSFT 26,211 Reputation points
2020-10-21T05:33:37.6+00:00 @FTINC
Yes, you found the correct article to configure Exchange Online Relay Email for your application. However, we don't know how your application works. We recommend that you use this article to confirm with your application provider to check which option your application supports. Then, try to use the correct, the option 1 and 2 aren't supported by all application/device.You can also try to use the option 3 to create a dedicated SMTP relay connector to relay email from your application.
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