4.4.2
SMTPWARNINGNotableNetwork and RoutingHIGH confidence

Bad connection — transient network problem

Production Risk

Low for isolated incidents; Medium if systematic — may indicate network or TLS configuration problems.

What this means

The connection between the sending and receiving mail servers was lost or degraded during the SMTP session. This is a transient failure and delivery should be retried.

Why it happens
  1. 1An intermittent network outage dropped the TCP connection mid-session.
  2. 2TLS negotiation failed due to a transient certificate or protocol error.
  3. 3The receiving server's connection limit was reached and the connection was reset.
How to reproduce

The TCP connection is dropped or reset during an active SMTP session before the message is fully delivered.

trigger — this will error
trigger — this will error
# MTA log:
lost connection with mail.example.com[192.0.2.1] while sending DATA
# DSN:
421 4.4.2 Connection dropped

expected output

421 4.4.2 ...

Fix

Allow standard MTA retry logic to handle the failure

WHEN Receiving a 4.4.2 in MTA logs

Allow standard MTA retry logic to handle the failure
# Verify Postfix queue and retry:
postqueue -p
postqueue -f  # Force retry of all queued messages

Why this works

Bad connection errors are transient. Standard MTA queue management will retry until the connection succeeds or the message ages out.

What not to do

Treat 4.4.2 as a hard bounce

4.x.x codes are transient — the message should be retried, not discarded.

Sources
Official documentation ↗

RFC 3463 — Enhanced Mail System Status Codes

Content generated with AI assistance and reviewed for accuracy. Found an error? hello@errcodes.dev

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