Ran into something similar just now.  A bit of internet searching
suggested<1><2> that it was due to systemd's internal state getting out
of sync, and indeed running "systemctl daemon-reload" made it go away.

<1> https://github.com/NixOS/nixpkgs/issues/2584
<2> https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=774153

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https://bugs.launchpad.net/bugs/1456789

Title:
  restarting services hangs on systemd-tty-ask-password-agent

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