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Windows Azure on local AD

We are wanting to do some testing in Azure.  I've spent the past two weeks trying to make the following scenario work but keep hitting speed bumps.  Any advice would be greatly appreciated:

I've created an Azure 2012 server.  I would like to have this be a member of our local AD domain.  I would also like to have the test users be able to use their local AD credentials to log onto the Azure server and our application.  Example:

Azure server name:
TestAzureServer

Local AD domain name:
4dcompany.com

Local test user credentials:
paulj@4dcompany.com
password

Ultimately TestAzureServer would be a member of 4dcompany.com and Paul J would log on as paulj@4dcompany.com, thereby being authenticated in the domain for our application.

Any advice on how to make this happen?

Thanks.

Felmer
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fcummins
Asked:
fcummins
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1 Solution
 
Imtiaz HashamCommented:
Create a site-to-site VPN connection (was in testing up to a couple of weeks ago)

Otherwise, create a windows VPN between the two servers and you should have adequate connectivity to connect the two sites.

Get a second NIC which is in the same subnet as your LAN
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fcumminsAuthor Commented:
Imtiaz,

Thanks for the reply.  Re: your suggestion for site-to-site ... that's what I thought but was told by our MS Advisory consultant that it needed point-to-site, which makes no sense to me as I thought that was the reverse of what I was looking to do.  Can you verify that you meant site-to-site?

I did try to set up a VPN connection on TestAzureServer that would connect to our Win 2012 R2 RRAS VPN but it failed with error 800.
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Imtiaz HashamCommented:
I did mean site-to-site but point to site would also work.

Error 800 means you couldn't get in. please ensure GRE Protocol and port 1723 is open on your FW.
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fcumminsAuthor Commented:
Imtiaz

Would setting up the AD integration between Azure and our local AD also accomplish the same thing - i.e. the Azure server "on" our local network using our local AD for security?
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Imtiaz HashamCommented:
It would, however, you cannot modify the AD using the Azure network - I am currently deploying the Directory Sync Setup.
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fcumminsAuthor Commented:
That's the next phase as we need the Directory Sync for single sign on with Office 365.  Interested to know how it goes for you ...
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Imtiaz HashamCommented:
Hi,

I am extremely tied up with work for the next couple of weeks so postponed by DirSync with Azure but you can get a lot of articles - one of my most interesting discussion panel has been https://www.youtube.com/watch?v=MfcjwNxy5ks with it's huge amount of information
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fcumminsAuthor Commented:
I eventually got both Microsoft RRAS working as well as SonicWall VPN (not officially supported by Microsoft).  The SonicWall was much easier than the RRAS and, honestly, I feel much better about the security of using SonicWall's VPN instead of the RRAS outside of our firewall but also inside (the MS tech said it would work if it was in SonicWall's DMZ).

Go ahead and close this and thanks for the suggestions.
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Imtiaz HashamCommented:
Dear Fcummins,

Please ensure you patch your sonicwall for heartbleed.
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Imtiaz HashamCommented:
PS - the closing needs to be done on your end.
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fcumminsAuthor Commented:
Thanks, Imtiaz.
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fcumminsAuthor Commented:
The original scope of the question was using RRAS to configure a VPN with Azure.  I was unable to do it and used SonicWall instead.
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