Oxalyl chloride → HCID 178473906, compound

Participants

Reaction Steps

A suspension of 3.5 g of 10-[2-(4-acetyl-1-piperazinyl)ethyl]-9-acridanone in 100 ml of acetonitrile is treated with 1.7 ml of oxalyl chloride, suction filtered after 0.5 hour and the suction filter material (9-chloro-10-[2-(4-acetyl-1-piperazinyl)ethyl]acridinium chloride) is washed successively with acetonitrile and ether. A mixture of the substance obtained is heated to boiling under reflux with 2 g of 2-hydrazino-2-thiazoline hydrobromide, 2.5 g of sodium acetate and 100 ml of methanol and evaporated after 15 minutes. The residue is treated with water, made alkaline with sodium carbonate solution and extracted with methylene chloride. The extract is washed with water, dried and evaporated, whereupon the residue is crystallized from methanol. After recrystallization from n-butanol, there is obtained 10-[2-(4-acetyl-1-piperazinyl)ethyl]-9-acridanone (2-thiazolidinylidene)hydrazone of melting point 256°.

Provenance & Evidence