Client can not contact WSUS server.

Question

Hello everyone
I have a WSUS 3.0 server (v3.2.7600.226) and 3 test clients.
The WSUS server is on subnet xxx.xx.30.xx
Client1 is on the same subnet as WSUS (no problem receiving updates)
Client2 is on subnet 52(no problem receiving updates)
Client3 is on subnet 25 (can not contact WSUS, therefore does not receive updates)
All the clients are standalone machines, they do not belong to any domain.
What I tried so far with no success:
disabled firewall on server
tried this fixit on the client: http://support.microsoft.com/kb/836941/en-us
Stopped wuauclt and bits services, renamed
%windir%/SoftwareDistribution folder, restarted services
Read a number of forum posts and blogs but could not find a solution.
Client3 Facts:
It is a fresh windows 7 installation, no updates have been installed.
Can ping the FQDN and IP address of WSUS server.
Unlike Client1 and 2, Client3 can not visit the ISS7 web page when I enter the FQDN on a browser.
Run checkdiag.exe which reported the following:
wuaueng.dll version 7.6.7600.256....PASS
This version is WSUS 2.0
Checking AU Settings
AU option is 4: Scheduled Install....PASS (Option is from policy settings)
Checking Proxy configuration
Checking for winhttp local machine Proxy settings...PASS
Winhttp local machine access type
<Direct Connection>
Winhttp local machine Proxy....NONE
Winhttp Local Machine ProxyByPass...NONE
Checking user IE Proxy Settings.....PASS
User IE Proxy......NONE
User IE ProxyByPass......NONE
User IE AutoConfig URL Proxy.....NONE
User IE Autodetect, Autodetect not in use
Checking Connection to WSUS/SUS Server:
WUServer = http://testserver1.domain.com
WUStatusServer: http://testserver1.domain.com
UseWuServer is enabled....PASS
Please have a look at my WindowsUpdate.log file:
2014-06-10    15:15:05:255     892    cf8    AU    Triggering AU detection through DetectNow API
2014-06-10    15:15:05:255     892    cf8    AU    Triggering Online detection (interactive)
2014-06-10    15:15:05:255     892    af4    AU    #############
2014-06-10    15:15:05:255     892    af4    AU    ## START ##  AU: Search for updates
2014-06-10    15:15:05:255     892    af4    AU    #########
2014-06-10    15:15:05:256     892    af4    AU    <<## SUBMITTED ## AU: Search for updates [CallId = {8DE7F082-26CD-4DB7-ACE5-1361F0EECC79}]
2014-06-10    15:15:05:256     892    b2c    Agent    *************
2014-06-10    15:15:05:256     892    b2c    Agent    ** START **  Agent: Finding updates [CallerId = AutomaticUpdates]
2014-06-10    15:15:05:256     892    b2c    Agent    *********
2014-06-10    15:15:05:256     892    b2c    Agent      * Online = Yes; Ignore download priority = No
2014-06-10    15:15:05:256     892    b2c    Agent      * Criteria = "IsInstalled=0 and DeploymentAction='Installation' or IsPresent=1 and DeploymentAction='Uninstallation'
or IsInstalled=1 and DeploymentAction='Installation' and RebootRequired=1 or IsInstalled=0 and DeploymentAction='Uninstallation' and RebootRequired=1"
2014-06-10    15:15:05:256     892    b2c    Agent      * ServiceID = {3DA21691-E39D-4DA6-8A4B-B43877BCB1B7} Managed
2014-06-10    15:15:05:256     892    b2c    Agent      * Search Scope = {Machine}
2014-06-10    15:15:05:256     892    b2c    Setup    Checking for agent SelfUpdate
2014-06-10    15:15:05:256     892    b2c    Setup    Client version: Core: 7.6.7600.256  Aux: 7.6.7600.256
2014-06-10    15:15:05:257     892    b2c    Misc    Validating signature for C:\Windows\SoftwareDistribution\SelfUpdate\wuident.cab:
2014-06-10    15:15:05:261     892    b2c    Misc     Microsoft signed: Yes
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: Send failed with hr = 80072ee2.
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: SendRequest failed with hr = 80072ee2. Proxy List used: <(null)> Bypass List used : <(null)> Auth Schemes used
: <>
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: WinHttp: SendRequestUsingProxy failed for <http://testserver1.domain.com/selfupdate/wuident.cab>. error 0x80072ee2
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation MakeRequest failed. error 0x80072ee2
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation failed with 0x80072ee2
2014-06-10    15:15:26:268     892    b2c    Misc    WARNING: WinHttp: ShouldFileBeDownloaded failed with 0x80072ee2
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: Send failed with hr = 80072ee2.
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: SendRequest failed with hr = 80072ee2. Proxy List used: <(null)> Bypass List used : <(null)> Auth Schemes used
: <>
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: WinHttp: SendRequestUsingProxy failed for <http://testserver1.domain.com/selfupdate/wuident.cab>. error 0x80072ee2
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation MakeRequest failed. error 0x80072ee2
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation failed with 0x80072ee2
2014-06-10    15:15:47:275     892    b2c    Misc    WARNING: WinHttp: ShouldFileBeDownloaded failed with 0x80072ee2
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: Send failed with hr = 80072ee2.
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: SendRequest failed with hr = 80072ee2. Proxy List used: <(null)> Bypass List used : <(null)> Auth Schemes used
: <>
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: WinHttp: SendRequestUsingProxy failed for <http://testserver1.domain.com/selfupdate/wuident.cab>. error 0x80072ee2
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation MakeRequest failed. error 0x80072ee2
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation failed with 0x80072ee2
2014-06-10    15:16:08:280     892    b2c    Misc    WARNING: WinHttp: ShouldFileBeDownloaded failed with 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: Send failed with hr = 80072ee2.
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: SendRequest failed with hr = 80072ee2. Proxy List used: <(null)> Bypass List used : <(null)> Auth Schemes used
: <>
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: WinHttp: SendRequestUsingProxy failed for <http://testserver1.domain.com/selfupdate/wuident.cab>. error 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation MakeRequest failed. error 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation failed with 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: WinHttp: ShouldFileBeDownloaded failed with 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Misc    WARNING: DownloadFileInternal failed for http://testserver1.domain.com/selfupdate/wuident.cab: error 0x80072ee2
2014-06-10    15:16:29:278     892    b2c    Setup    WARNING: SelfUpdate check failed to download package information, error = 0x80072EE2
2014-06-10    15:16:29:278     892    b2c    Setup    FATAL: SelfUpdate check failed, err = 0x80072EE2
2014-06-10    15:16:29:278     892    b2c    Agent      * WARNING: Skipping scan, self-update check returned 0x80072EE2
2014-06-10    15:16:29:278     892    b2c    Agent      * WARNING: Exit code = 0x80072EE2
2014-06-10    15:16:29:278     892    b2c    Agent    *********
2014-06-10    15:16:29:278     892    b2c    Agent    **  END  **  Agent: Finding updates [CallerId = AutomaticUpdates]
2014-06-10    15:16:29:278     892    b2c    Agent    *************
2014-06-10    15:16:29:278     892    b2c    Agent    WARNING: WU client failed Searching for update with error 0x80072ee2
2014-06-10    15:16:29:278     892    e50    AU    >>##  RESUMED  ## AU: Search for updates [CallId = {8DE7F082-26CD-4DB7-ACE5-1361F0EECC79}]
2014-06-10    15:16:29:278     892    e50    AU      # WARNING: Search callback failed, result = 0x80072EE2
2014-06-10    15:16:29:279     892    e50    AU      # WARNING: Failed to find updates with error code 80072EE2
2014-06-10    15:16:29:279     892    e50    AU    #########
2014-06-10    15:16:29:279     892    e50    AU    ##  END  ##  AU: Search for updates [CallId = {8DE7F082-26CD-4DB7-ACE5-1361F0EECC79}]
2014-06-10    15:16:29:279     892    e50    AU    #############
2014-06-10    15:16:29:279     892    e50    AU    Need to show Unable to Detect notification
2014-06-10    15:16:29:279     892    e50    AU    Successfully wrote event for AU health state:1
2014-06-10    15:16:29:279     892    e50    AU    AU setting next detection timeout to 2014-06-10 19:16:29
2014-06-10    15:16:29:279     892    e50    AU    Setting AU scheduled install time to 2014-06-11 01:00:00
2014-06-10    15:16:29:279     892    e50    AU    Successfully wrote event for AU health state:1
2014-06-10    15:16:29:279     892    e50    AU    Successfully wrote event for AU health state:1
2014-06-10    15:16:34:277     892    b2c    Report    REPORT EVENT: {98C8C30A-23A6-4534-9133-4DCB43C53245}    2014-06-10 15:16:29:278+0100    1  
 148    101    {D67661EB-2423-451D-BF5D-13199E37DF28}    1    80072ee2    SelfUpdate    Failure    Software Synchronization    Windows
Update Client failed to detect with error 0x80072ee2.
If anyone has any suggestions please do reply.
Many thanks for your time.

Answer 1

Client3 Facts:
It is a fresh windows 7 installation, no updates have been installed.
I'm having an issue with this statement, although I don't think it's a contributing factor. I'm skeptical how a "fresh Win7 installation" can get a v7.6 WUA installed... Win7RTM shipped with v7.4, and Win7SP1 shipped with v7.5 ... so SOMETHING updated this
machine to WUA v7.6!
Unlike Client1 and 2, Client3 can not visit the ISS7 web page when I enter the FQDN on a browser.
This is your key consideration right here. If the browser can't get to the webserver, then the WUA ain't never gonna be able to get to the webservices hosted on that webserver.
Lawrence Garvin, M.S., MCSA, MCITP:EA, MCDBA
SolarWinds Head Geek
Microsoft MVP - Software Packaging, Deployment & Servicing (2005-2014)
My MVP Profile: http://mvp.microsoft.com/en-us/mvp/Lawrence%20R%20Garvin-32101
http://www.solarwinds.com/gotmicrosoft
The views expressed on this post are mine and do not necessarily reflect the views of SolarWinds.