Only a few Jews appear to have fled from Staraya Sinyava following the German invasion of the Soviet Union on June 22, 1941. Germans troops occupied the town on July 14 that year. On August 19, Einsatzgruppe C murdered some 300 Jews from Staraya Sinyava. Shortly thereafter, the town's remaining Jews were concentrated in a ghetto, which was fenced off with barbed wire. According to a Soviet ChGK document, 180 Jews perished in the ghetto.
Apparently in the summer of 1942, the inmates of the Staraya Sinyava ghetto were taken to the ghetto in Starokonstantinov. They were murdered later, along with Jews from Starokonstantinov, Gritsev, and Ostropol. Another eighty Jews, who had been caught hiding, were shot dead outside the town in the summer of 1943.
Staraya Sinyava was liberated by the Red Army on March 7-8, 1944.