Jayadratha - in The Kurukshetra War

In The Kurukshetra War

Jayadratha fought on the side of Duryodhana in the Kurukshetra War. On the 13th day of the Mahabharata war, when the Chakravyuha was launched by Dronacharya, then Jayadrath made use of the first boon granted to him by Lord Shiva. He was able to hold all the Pandava brothers at bay except Arjuna and Krishna who were busy battling elsewhere with Susharma and his brothers. Jayadratha allowed Arjuna's son Abhimanyu to enter the battle, but effectively closed the opening created by Abhimanyu. Abhimanyu who did not know how to exit from the Chakravyuha got trapped and gets killed in a brutal way by the Kauravas treacherously. After the end of the battle, Jayadratha kicked the dead body of Abhimanyu and rejoiced around it.

The Pandavas were startled and enraged after finding that Jayadratha (whose life was once spared during the Draupadi's abduction episode in the past) was able to hold the world's most powerful warriors at bay. Arjuna blamed Jayadratha to be the cause for Abhimanyu's death. He vowed to kill him the very next day before sunset, failing which Arjuna would kill himself by jumping in a pyre of fire.