Unable to authenticate to ASP.NET Web Api service with HttpClient - iis-7.5

Question

I have an ASP.NET Web API service that runs on a web server with Windows Authentication enabled.
I have a client site built on MVC4 that runs in a different site on the same web server that uses the HttpClient to pull data from the service. This client site runs with identity impersonation enabled and also uses windows authentication.
The web server is Windows Server 2008 R2 with IIS 7.5.
The challenge I am having is getting the HttpClient to pass the current windows user as part of its authentication process. I have configured the HttpClient in this manner:
var clientHandler = new HttpClientHandler();
clientHandler.UseDefaultCredentials = true;
clientHandler.PreAuthenticate = true;
clientHandler.ClientCertificateOptions = ClientCertificateOption.Automatic;
var httpClient = new HttpClient(clientHandler);
My understanding is that running the site with identity impersonation enabled and then building the client in this manner should result in the client authenticating to the service using the impersonated identity of the currently logged in user.
This is not happening. In fact, the client doesn't seem to be authenticating at all.
The service is configured to use windows authentication and this seems to work perfectly. I can go to http://server/api/shippers in my web browser and be prompted for windows authentication, once entered I receive the data requested.
In the IIS logs I see the API requests being received with no authentication and receiving a 401 challenge response.
Documentation on this one seems to be sparse.
I need some insight into what could be wrong or another way to use windows authentication with this application.
Thank You,
Craig

Answer 1

I have investigated the source code of HttpClientHandler (the latest version I was able to get my hands on) and this is what can be found in SendAsync method:
// BeginGetResponse/BeginGetRequestStream have a lot of setup work to do before becoming async
// (proxy, dns, connection pooling, etc). Run these on a separate thread.
// Do not provide a cancellation token; if this helper task could be canceled before starting then
// nobody would complete the tcs.
Task.Factory.StartNew(startRequest, state);
Now if you check within your code the value of SecurityContext.IsWindowsIdentityFlowSuppressed() you will most probably get true. In result the StartRequest method is executed in new thread with the credentials of the asp.net process (not the credentials of the impersonated user).
There are two possible ways out of this. If you have access to yours server aspnet_config.config, you should set following settings (setting those in web.config seems to have no effect):
<legacyImpersonationPolicy enabled="false"/>
<alwaysFlowImpersonationPolicy enabled="true"/>
If you can't change the aspnet_config.config you will have to create your own HttpClientHandler to support this scenario.
UPDATE REGARDING THE USAGE OF FQDN
The issue you have hit here is a feature in Windows that is designed to protect against "reflection attacks". To work around this you need to whitelist the domain you are trying to access on the machine that is trying to access the server. Follow below steps:
Go to Start --> Run --> regedit
Locate HKEY_LOCAL_MACHINE\SYSTEM\CurrentControlSet\Control\Lsa\MSV1_0 registry key.
Right-click on it, choose New and then Multi-String Value.
Type BackConnectionHostNames (ENTER).
Right-click just created value and choose Modify.
Put the host name(s) for the site(s) that are on the local computer in the value box and click OK (each host name/FQDN needs to be on it's own line, no wildcards, the name must be exact match).
Save everything and restart the machine
You can read full KB article regarding the issue here.

Answer 2

I was also having this same problem. Thanks to the research done by #tpeczek, I developed the following solution: instead of using the HttpClient (which creates threads and sends requests async,) I used the WebClient class which issues requests on the same thread. Doing so enables me to pass on the user's identity to WebAPI from another ASP.NET application.
The obvious downside is that this will not work async.
var wi = (WindowsIdentity)HttpContext.User.Identity;
var wic = wi.Impersonate();
try
{
var data = JsonConvert.SerializeObject(new
{
Property1 = 1,
Property2 = "blah"
});
using (var client = new WebClient { UseDefaultCredentials = true })
{
client.Headers.Add(HttpRequestHeader.ContentType, "application/json; charset=utf-8");
client.UploadData("http://url/api/controller", "POST", Encoding.UTF8.GetBytes(data));
}
}
catch (Exception exc)
{
// handle exception
}
finally
{
wic.Undo();
}
Note: Requires NuGet package: Newtonsoft.Json, which is the same JSON serializer WebAPI uses.

Answer 3

The reason why this is not working is because you need double hop authentication.
The first hop is the web server, getting impersonation with Windows authentication to work there is no problem. But when using HttpClient or WebClient to authenticate you to another server, the web server needs to run on an account that has permission to do the necessary delegation.
See the following for more details:
http://blogs.technet.com/b/askds/archive/2008/06/13/understanding-kerberos-double-hop.aspx
Fix using the "setspn" command:
http://www.phishthis.com/2009/10/24/how-to-configure-ad-sql-and-iis-for-two-hop-kerberos-authentication-2/
(You will need sufficient access rights to perform these operations.)
Just consider what would happen if any server was allowed to forward your credentials as it pleases... To avoid this security issue, the domain controller needs to know which accounts are allowed to perform the delegation.

Answer 4

To impersonate the original (authenticated) user, use the following configuration in the Web.config file:
<authentication mode="Windows" />
<identity impersonate="true" />
With this configuration, ASP.NET always impersonates the authenticated user, and all resource access is performed using the authenticated user's security context.