Siege of Azov (1637–1642)

[6] On June 18, the explosives were activated and the city walls were breached, killing many Ottoman Janissaries and civilians in process.

Cossacks only had 4 light cannons at their disposal which couldn't do serious damage to the castle's walls, but this was enough to put psychological pressure on besieged Janissaries, who eventually surrendered.

He wrote to Sultan Murad IV:[13] And you, my brother, do not be angry and offended at us because the Cossacks killed your ambassadors and took Azak.

We desire to have close relations of brotherhood and friendship with you, the statesman.The capture of Azov by Cossacks severally undermined the ability of Crimean-Nogai Tatars to continue their raids.

[9] On May 1641, Sultan Ibrahim sent 70,000[7]: 286  or 100,000[15][9][8] or 150,000[9] to 240,000[8] troops for recapture of Azov, while garrison of the city during that time consisted of 5,500 Cossacks,[5][3] including 800 women.

[9][10] As the autumn approached and sea froze in winter, Turkish-Tatar army begun to suffer from shortage of supplies.

[10][5] The failure to capture Azov made Sultan Ibrahim angry, he ordered the surviving commanders to be executed when they arrived to Istanbul.

Astrakhan strelets Ivan Ivanov reported to Moscow about 18,000 dead Turks, referring to the testimony of the allied Ottomans of the Tatars.

Another strelets, Kuzma Fedorov, heard from an Ottoman officer that the losses among the "best people" (perhaps he meant Janissaries) amounted to 6,000 dead, 8,000 militia members also died.

[11]: 107 [1]: 12 On October 1641, the delegation of 24 Cossack figures, led by Don ataman Naum Vasilyev and Yasaul Fyodor Poroshin arrived to Moscow.

[10] However, Tsar didn't want to directly say to Cossacks that he refused to place Azov under his protection so he sent a delegator Yarlik to inform Don ataman.

The Turkish fleet repels the attack of the Cossacks
Monument to Cossacks in Azov