Hello @Anthony
Thank you for posting your query on Microsoft Q&A. I was able to review your query could confirm the following:
- When you change an on-premises password, the updated password is synchronized, most often in a matter of minutes.
- The synchronization of a password has no impact on the user who is currently signed in. Your current cloud service session is not immediately affected by a synchronized password change that occurs, while you are signed in, to a cloud service. However, when the cloud service requires you to authenticate again, you need to provide your new password.
- A user must enter their corporate credentials a second time to authenticate to Azure AD, regardless of whether they're signed in to their corporate network. This pattern can be minimized, however, if the user selects the Keep me signed in (KMSI) check box at sign-in. This selection sets a session cookie that bypasses authentication for 180 days. KMSI behavior can be enabled or disabled by the Azure AD administrator.
Kindly refer How password hash synchronization works for info.
Please find below Detailed description of how password hash synchronization works
- Every two minutes, the password hash synchronization agent on the AD Connect server requests stored password hashes (the unicodePwd attribute) from a DC. This request is via the standard MS-DRSR replication protocol used to synchronize data between DCs. The service account must have Replicate Directory Changes and Replicate Directory Changes All AD permissions (granted by default on installation) to obtain the password hashes.
- Before sending, the DC encrypts the MD4 password hash by using a key that is a MD5 hash of the RPC session key and a salt. It then sends the result to the password hash synchronization agent over RPC. The DC also passes the salt to the synchronization agent by using the DC replication protocol, so the agent will be able to decrypt the envelope.
- After the password hash synchronization agent has the encrypted envelope, it uses MD5CryptoServiceProvider and the salt to generate a key to decrypt the received data back to its original MD4 format. The password hash synchronization agent never has access to the clear text password. The password hash synchronization agent’s use of MD5 is strictly for replication protocol compatibility with the DC, and it is only used on-premises between the DC and the password hash synchronization agent.
- The password hash synchronization agent expands the 16-byte binary password hash to 64 bytes by first converting the hash to a 32-byte hexadecimal string, then converting this string back into binary with UTF-16 encoding.
- The password hash synchronization agent adds a per user salt, consisting of a 10-byte length salt, to the 64-byte binary to further protect the original hash.
- The password hash synchronization agent then combines the MD4 hash plus the per user salt, and inputs it into the PBKDF2 function. 1000 iterations of the HMAC-SHA256 keyed hashing algorithm are used. For additional details, refer to the Azure AD Whitepaper.
- The password hash synchronization agent takes the resulting 32-byte hash, concatenates both the per user salt and the number of SHA256 iterations to it (for use by Azure AD), then transmits the string from Azure AD Connect to Azure AD over TLS.
-When a user attempts to sign in to Azure AD and enters their password, the password is run through the same MD4+salt+PBKDF2+HMAC-SHA256 process. If the resulting hash matches the hash stored in Azure AD, the user has entered the correct password and is authenticated.
Please do let me know if you have any queries in the comments section.
Thanks,
Akshay Kaushik
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