Public bug reported:

I never experienced problems with corporate servers on 14.04 and 16.04,
but with 18.04 I have to restart systemd-resolved a few times per day.

What I see: Internet addresses are resolved, but corporate ones aren't.
What I do to fix: sudo service systemd-resolved restart. After that corporate 
servers are resolved.

It looks like some issue with DNS cache.

$ lsb_release -rd
Description:    Ubuntu 18.04.1 LTS
Release:        18.04

$ apt-cache policy systemd
systemd:
  Installed: 237-3ubuntu10.3
  Candidate: 237-3ubuntu10.3
  Version table:
 *** 237-3ubuntu10.3 500
        500 http://ru.archive.ubuntu.com/ubuntu bionic-updates/main amd64 
Packages
        100 /var/lib/dpkg/status
     237-3ubuntu10 500
        500 http://ru.archive.ubuntu.com/ubuntu bionic/main amd64 Packages

** Affects: systemd (Ubuntu)
     Importance: Undecided
         Status: New

** Package changed: plymouth (Ubuntu) => systemd (Ubuntu)

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https://bugs.launchpad.net/bugs/1792118

Title:
  systemd-resolved periodically fails to resolve names from corporate
  network

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