How to Fix Outlook SMTP Submission Failed Error 501
Question details
The user is unable to send outgoing emails in Microsoft Outlook due to an SMTP submission failure returning error 501.

- Product
- Microsoft Outlook
- Device & OS
- not provided
- Scenario
- Sending outgoing emails using an IMAP account setup.
- Observed behavior
- Outgoing messages are undeliverable. The server returns error 501 on port 25, stating that the parameters or arguments contain a syntax error.
Gather your exact email provider configuration settings, specifically the outgoing SMTP server address, supported port numbers (like 587 or 465), and encryption method, before making changes to your Outlook account.
Update Outgoing Server Port and Encryption Settings
Switching from the commonly blocked port 25 to an authenticated submission port like 587 with STARTTLS often resolves SMTP syntax and delivery errors.
Internet Service Providers (ISPs) frequently block port 25 to prevent spam. Modifying your advanced account settings to use your provider's authenticated port is the most common fix for error 501.
Launch Microsoft Outlook, click on the 'File' tab in the top-left corner, click 'Account Settings', and then select 'Account Settings' again from the dropdown menu.
Under the 'Email' tab, find and double-click the IMAP email account that is experiencing the SMTP submission error.
In the account properties window, click on the 'More Settings' button in the lower-right corner, then navigate to the 'Advanced' tab.
Locate the 'Outgoing server (SMTP)' field and change the port number from 25 to 587. From the 'Use the following type of encrypted connection' dropdown list, select 'STARTTLS' (or 'TLS').
Click 'OK' to close the advanced settings, then click 'Next' in the main window to let Outlook test the new configuration. Once the test passes, click 'Finish'.

Manually Recreate the IMAP Email Profile
If Outlook's automatic setup fails to apply the correct parameters, creating a new profile manually ensures all server requirements are strictly met.
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Frequently Asked Questions
What does SMTP Error 501 mean in Outlook?
SMTP Error 501 indicates a syntax error in the parameters or arguments sent to the email server. This usually happens when Outlook attempts to connect using incorrect port settings, unsupported encryption types, or when an email address is improperly formatted.
Why is port 25 blocked for outgoing emails?
Many Internet Service Providers (ISPs) actively block port 25 by default. This is a standard security measure designed to prevent spam, malware, and unauthorized servers from sending unauthenticated emails across their networks.
How do I find the correct SMTP settings for my email provider?
You can typically find the correct IMAP/SMTP server addresses, port numbers, and encryption methods by visiting your email provider's official support website or by searching for '[Your Provider Name] IMAP SMTP settings'.




