may 6, 1190 - Battle of Philomelion

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The Battle of Philomelion (Philomelium in Latin, Akşehir in Turkish) was a victory of the forces of the Holy Roman Empire over the Turkish forces of the Sultanate of Rûm on 7 May 1190 during the Third Crusade.

In May 1189, Holy Roman Emperor Frederick Barbarossa began his expedition to the Holy Land as part of the Third Crusade to recover the city of Jerusalem from the forces of Saladin. After an extended stay in the European territories of the Byzantine Empire, the Imperial army crossed over to Asia at the Dardanelles from 22–28 March 1190. After surmounting opposition from Byzantine populations and Turkish irregulars, the Crusader army was surprised in camp by a 10,000-man Turkish force of the Sultanate of Rûm near Philomelion on the evening of 7 May. The Crusader army counterattacked with 2,000 infantry and cavalry under the leadership of Frederick VI, Duke of Swabia and Berthold, Duke of Merania, putting the Turks to flight and killing 4,174–5,000 of them.

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