121244-35-7Relevant academic research and scientific papers
Cascade synthesis of 2-Amino-5-(4-methoxyphenyl)-4-phenyl-1,3-thiazole by Reaction of 4-Chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl] benzenesulfonamide with Thiourea
Rozentsveig,Serykh,Chernyshev,Rozentsveig,Levkovskaya,Krivdin
, p. 572 - 576 (2011)
4-Chloro-N-[2,2-dichloro-1-(4-methoxyphenyl)-2-phenylethyl] benzenesulfonamide reacted with thiourea on heating in DMF in the presence of sodium carbonate to give 5-(4-methoxyphenyl)-4-phenyl-1,3- thiazole-2-amine. A probable reaction scheme includes cyclization of the initial N-dichloroethyl amide to N-sulfonyl-2,3-diaryl-2-chloroaziridine which undergoes isomerization with opening of the three-membered ring to 1-arylsulfonylamino-2-chloro-2-(4- methoxyphenyl)-1-phenylethene. The subsequent heterocyclization in the reaction with thiourea is accompanied by aromatization via elimination of the arenesulfonamide fragment. Pleiades Publishing, Ltd., 2011.
