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1352 Battle of Didymoteichon  (Battle of Demotika) ★ ★ ★ ★
Outcome: Victory of Ottomans fighting for John VI against Serbs fighting for John V October 1352
War  &  Enemy: Enemy:
(Civil War)
Civil War of 1352-1357
Battle Type:
Pitched Battle
The Battlefield Didymoteichon Location:
Modern Didymoteichon on Northeastern Greece
Modern Country:
  The Byzantines(emperor:  John VI Kantakouzenos) The Enemies
Commander: Suleyman Pasha Borilovic
Forces: 10, 000 Ottoman Turks 4,000 Serbs
Losses: Heavy
Background story: In 1347, John Kantakouzenos became Byzantine emperor after a civil war that devastated Byzantium and lasted 6 years during which the rival parties called in the aid of the Serbians, Bulgarians, and the Ottoman Turks, and engaged mercenaries of every origin. He was joint emperor with John V Palaiologos and sole administrator during the minority of his colleague
John made his son Matthew Kantakouzenos a co-emperor in 1353. Matthew, however resented being passed over in favor of John V, and had to be placated with the creation of a semi-autonomous dominion covering much of western Thrace.
The Battle:
Steadily deteriorating relations between Matthew Kantakouzenos, who now ruled eastern Thrace, and John V Palaiologos, who had taken over Matthew's former domain in western Thrace, sowed the seeds of yet another internal conflict.
Open warfare broke out in 1352, when John V, supported by Venetian and Turkish troops, launched an attack on Matthew Kantakouzenos. John Kantakouzenos came to his son's aid with 10,000 Ottoman troops, under Suleiman Pasha, son of the Sultan Orhan, who took back the cities of Thrace, liberally plundering them in the process.
In October 1352, at Didymoteichon (or Demotika), south of Adrianople, the Ottoman force met and defeated 4,000 Serbs, under Borilovic, provided to John V by Stephen Dushan.
Aftermath: This was the Ottomans' first victory in Europe. Two years later started their invasion into the Balkans.