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Wireshark for Pentester: Decrypting RDP Traffic

Over the last few years, attackers used the Remote Desktop Protocol (RDP) for accessing unsecured servers and company networks. In ransomware malware attacks since 2017, RDP has become a major vector. Security professionals have focused their attention increasingly on this protocol by writing signatures to detect and prevent attacks of RDP vulnerabilities.

RDP supports several operating modes to encrypt network traffic, as a proprietary protocol from Microsoft. This encryption, unfortunately, makes it hard to write RDP signatures because the content of RDP is hidden.

We can, fortunately, develop a test environment that provides the key file to decrypt the packet capture (pcap) of Wireshark’s RDP traffic.

This article shows how the environment is prepared, a decryption key is obtained, and how RDP traffic can be deciphered.

Table of Contents

  • Prerequisites
  • Trace File
  • Virtual Environments Setup
  • Remove Encrypted Ciphers from RDP Client
  • Generate and Download RDP Server’s Private Key
  • Capture RDP Traffic
  • Analyzing and Decrypting Wireshark Traffic
  • Forensics with Captured RDP Data
  • The RDP Data Protocol
  • Security Protocols Used by RDP Server
  • Analyze Connectivity between Client & Host
  • Analyzing Credentials
  • Conclusion

Prerequisites

  • A good understanding of RDP Setup and Usage.
  • A virtual environment to run Two Windows host.
  • First windows host act as an RDP Client.
  • Second windows host act as an RDP Server.
  • A Linux OS for Decryption of pfx file
  • Wireshark Running in another host

Trace file

You can download the trace file from here

Virtual Environments Setup

VirtualBox or VMware Workstation for Windows and Linux are the two most common virtual environments for this sort of testing. For macOS, VMWare Fusion is used. 

Two Windows 10 hosts were included in our test lab setup. One of the hosts was an RDP server, while the other was an RDP server. We have recorded RDP traffic with Wireshark as a man in the middle between these two hosts.

Remove Encrypted Ciphers from RDP Client

Machine 1

In cryptography, forward secrecy (FS), also known as perfect forward secrecy (PFS), is a feature of specific key agreement protocols that gives assurances that session keys will not be compromised even if long-term secrets are used in the session key exchange are compromised. For HTTPS, the long-term secret is typically the Private signing key of the server. Forward secrecy protects past sessions against future compromises of keys or passwords. By generating a unique session key for every session a user initiates, the compromise of a single session key will not affect any data other than that exchanged in the specific session protected by that particular key.

The value of forwarding secrecy is limited not only by the assumption that an adversary will attack a server by only stealing keys and not modifying the random number generator used by the server but it is also limited by the assumption that the adversary will only passively collect traffic on the communications link and not be activated using a Man-in-the-Middle (MITM) attack. Forward secrecy typically uses an ephemeral Diffie-Hellman key exchange to prevent reading past traffic. The ephemeral Diffie-Hellman key exchange is often signed by the server using a static signing key.

More can be ridden at – Wikipedia.org

This whole scenario looks like a Perfect Forward Secrecy. Isn’t it…?

These types of ciphers create multiple SSL/TLS connection session keys. We can’t decrypt SSL/TLS traffic with the forward secrecy using RDP server private key. Therefore, we have to delete settings that support the Forward Secrecy on the RDP client.                                    

For this, we are using a Windows 10 host as an RDP Client.

To do this, open Group Policy Management console gpedit.msc as an administrator

After opening the console navigate to the following menu path:

Administrative Templates > Network > SSL Configuration Settings

And then Double-click to the entry of the SSL Cipher Suite Order

 

After that select the “Enable” option to Enable the SSL Cipher Suite Order.

Double-click the list of Ciphers and then select and copy the entire list.

 

Paste the copied ciphers into a notepad and remove all the ciphers that support Elliptic Curve Cryptography using Diffie-Hellman Ephemeral (ECDHE) or Digital Signature Algorithm (ECDSA) encryption. Remove all the ciphers that contain the word ECDSA and ECHDE. All of these ciphers are managed sequentially, so they were easy to delete from the text.

Now, an updated list of ciphers is shown below

Copy the updated ciphers list and paste it back into the SSL Cipher Suites field but make sure you have overwritten the original list and then click on the Apply button to save the configuration and hit OK to close the window.

Generate and Download RDP Server’s Private Key

Machine 2

We have used another Running Windows 10 Host as an RDP server.

Now our main task is to extract the private key from the host’s operating system. First of all, we have to be ensured that our host is acting like an RDP Server or not, if not go to the “Settings > System > Remote Desktop” and then “Enable Remote Desktop”.

After that, we have to Extract Private Key from its Operating system. Windows don’t allow to export of any kind of certificate so we are going to use tools like Mimikatz or Jailbreak.

Mimikatz or Jailbreak is a tool that can dump or export any kind of Certificate easily.

So, I’m going to show you how this is done from both methods. You can stick with the method which feels you like easy.

Method 1: – Mimikatz

Mimikatz is a shell for various modules. Run the following commands to export RDP keys or Certificates with private Keys. Run Mimikatz as an administrator.

# Enable “debug” privilege to be able to patch CNG service

privilege::debug

# Patch CNG service lasts until the next reboot

crypto::cng

# Patch CAPI library in memory of this process

crypto::capi

# Export Remote Desktop certificate(s) with private keys, password is “mimikatz”

crypto::certificates -systemstore:CERT_SYSTEM_STORE_LOCAL_MACHINE -store:"Remote Desktop" /export

As you can see Mimikatz successfully dumped the certificate. You can find it in the Directory of Mimikatz.

Method 2: – Jailbreak

A jailbreak is an iSECPartners tool that can export the RDP certificate of a server. We could extract the private key from the exported certificate. On our newly developed RDP server, we downloaded the following Jailbreak binaries from this GitHub repository to use Jailbreak.

After downloading the Jailbreak utility navigate to the directory of Jailbreak-master > binaries and copy the location of the binary folder

open a Command prompt with administrator privileges and went to the directory of downloaded jailbreak binaries and execute the following command.

jailbreak64.exe %WINDIR%\system32\mmc.exe %WINDIR%\system32\certlm.msc -64

if you are running the 32-bit version of windows then execute the following command

jailbreak32.exe %WINDIR%\system32\mmc.exe %WINDIR%\system32\certlm.msc -32

These commands will open up a certificate manager for the local machine. From the left column expand the section of Remote Desktop and navigate to the certificate folder this will show you a certificate with the most expiration date. Do the right click on the certificate, select All Tasks, and then Export.

This will open up a Certificate Export Wizard… to export the Certificate just hit the “Next” button.

Make sure to select the option to export the private key when exporting the certificate.

We could only export the certificate as a PKCS #12 (.PFX) file for our host.

The certificate needed to have a password in the next step. We didn’t have any difficulty criteria, so we went with a simple password.

After that provide a directory where you want to save the certificate.

Finally, we have successfully Exported the Certificate with the Private key.

Since our certificate was obtained through Mimikatz or Jailbreak, we transferred it to a Linux host and extracted the key using OpenSSL. To extract the key in PEM format, we first used the OpenSSL command

You can download the certificate from here

openssl pkcs12 -in rdp.pfx -nocerts -out rdp_key.pem -nodes
Password: 123

Then after we have to remove the passphrase from the key, to do this run the following command

openssl rsa -in rdp_key.pem -out rdp.key

This will provide us with the RDP Server’s key

As you can see, we have successfully extracted the RDP Server’s private key. Don’t forget to export this public key to the windows system for the use of later purposes.

Reference: paloaltonetworks.com

Capture RDP Traffic

We may use a tool like Wireshark to record network traffic in the VLAN using promiscuous mode with our two Windows hosts in the same virtual network. once the recording starts Our Windows

client uses RDP to log in to the other Windows host that was operating as an RDP server. The server’s host IP was 192.168.0.111.

We logged into 192.168.0.111 and performed some simple tasks including web surfing and trying to connect to an FTP server while the pcap is recording the traffic.

After of few minutes we logged out from the RDP Server and stopped recording Network traffic from Wireshark

 

Analyzing and Decrypting Wireshark Traffic

You can download the trace file from here

Open the pcap of RDP Session in Wireshark. We did not see any results when filtering RDP on our Wireshark display filter, as RDP traffic has been encrypted. We saw a blank column display during

filtering the RDP in our pcap as shown below.

Let’s Decrypt the Traffic

However, the results were quite different when we used our private server key for decrypting RDP Traffic in Wireshark.

The RDP server DESKTOP-CDE7HJC was at IP address 192.168.0.111 in the pcaps we captured, and RDP traffic was carried out over TCP port 3389. This information was required in order for Wireshark to properly decrypt RDP traffic.

To do this navigate to Edit > Preferences, Expand the Protocols section and select TLS

After selecting TLS navigate to the Edit section and provide the following details such as IP address of the RDP server, port no., and the path of the private key

Ip address: – 192.168.0.111

Port no.: – 3389

Protocol: – tpkt

Rsa key:- the path of the saved public key.

We had much better results when reviewing the pcap after Wireshark was configured to decrypt RDP traffic.

Forensics with RDP Data

When we loaded our key, our column display was no longer blank when we filtered for RDP. As shown in the image below, we had a variety of outcomes.

Let’s do some Forensics with this data like what we can find with this data.

Hmm!!! Exited….

As we can see that we have now successfully decrypted the RDP data… but now have more question about what to do with this kind of data ….

The answer is quite simple… we can gather some pieces of information like User ID, Password, Time of login, country of origin, etc… by arranging the binaries.

The RDP Protocol

Understanding all of the underlying protocols used in RDP was one of the most difficult aspects of creating this library. It was difficult for some of them just to figure out what they were here for. The connection sequence alone employs four protocols: TPKT, X224, MCS (T.125), and GCC (T.124), as well as TLS at times and RC4 at others. This implies that we must be able to initiate TLS after the first few packets of the connection if necessary so we must keep an eye out for that.

Are you confused? We were, too. As a result, we created this simple diagram to explain the connection sequence.

Security Protocols used by RDP Server

Let’s first understand which type of Security used by the RDP server

As shown in the figure of RDP protocol now we’re much clear that the RDP server uses this type of protocol to secure the connection.

Analyze connectivity Duration between Client & Host

Using the packet capture file, we were able to determine the time of the incident. We used a very cool Wireshark feature that’s hidden in Statistics -> Conversations -> TCP: Conversations between two endpoints.

As we can see there is something that happened In the highlighted fields. I managed to understand they are using RDP protocol (port no.3389)  but won’t able to able find out the actual duration of the connectivity between the client and the host so, I applied “Limit to the Display filter”

Now, the scenario is pretty much clear and we managed to see the actual duration of connectivity and we got two IP addresses of the client and host that is 192.168.0.108 and 192.168.0.111. but still, we were not able to identify which one is the host and which one is the client.

Analyzing Credentials

So, have got the two specific IP address and port number. Without wasting I applied a quick filter on behalf of this information

Ip.addr == 192.168.0.111 && tcp.port==3389

And look what we have, a whole communication between the client and host. But I can’t able to understand which type of information has been shared. So, I managed to apply some more filters to make it more understandable. For example, now we have the client and host IP address so applied a display filter to find data shared by the client….

Let’s see what happen

rdp.client.address=192.168.0.108

Wooh!!! As you can see we are managed to find user credentials used by clients on the RDP server just like user id, password, working directory, Time zone, weekday… etc…

As an attacker, we can use these credentials to completely take over the system.

But one more thing, still we don’t know the actual user name that the client used to log in to the RDP Server. Let’s find that

To find the client user name I quickly apply a display filter that shows us the client user name is entered by the client….

rdp.client.name

Whoa!!!… As you can see we have successfully got the client user name and the keyboard used by the RDP server.

By applying these kinds of filters you can easily drill down the traffic to gather the information.

Conclusion

This article discussed how to set up an environment for decrypting RDP traffic. This is best accomplished in a virtual environment with two hosts running Windows 10 Professional. We extracted the private key from our Windows host acting as the RDP server after ensuring the client did not use any forward secrecy ciphers. Then we quickly captured a pcap of network traffic. We were able to decrypt RDP traffic after the session ended by using the server’s private key.

When creating signatures to detect RDP vulnerabilities and attacks, this type of environment can be useful to security professionals.

Author – Vijay is a Certified Ethical Hacker, Technical writer and Penetration Tester at Hacking Articles. Technology and Gadget freak. Contact Here

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