2-Bromo-1-(4-chloro-3-nitrophenyl)ethan-1-one → 4-Chloro-3-nitro-1-(4-methyl-2-dimethylamino-5-thiazoloyl)-benzene

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Reaction Steps

The starting material is prepared as follows: A mixture of 3.7 g of N-acetyl-N',N'-dimethyl-thiourea and 7 g of 4-chloro-3-nitro-phenacyl bromide in 100 ml of isopropanol is refluxed for 2 hours, cooled and filtered. The residue is rendered basic and extracted with methylene chloride. The extract is dried and evaporated and the residue is recrystallised from a mixture of ethyl acetate and hexane, yielding 4-chloro-3-nitro-1-(4-methyl-2-dimethylamino-5-thiazoloyl)-benzene, which melts at 165°-169°.

Provenance & Evidence