Pavlik, James W.
Procedures were developed for synthesis of 5-cyano-3-phenyl- 1,2,4-thiadiazole and 3-cyano-5-phenyl-1,2,4-thiadiazole. Both pathways involved the synthesis of the ethyl 5-or 3-phenyl thiadiazole carboxylates followed by conversion of the ester to the amide and dehydration of the latter to the cyano derivatives. The 3-cyano isomer had not yet been previously reported in the literature. The 3-cyano and 5-cyano derivatives exhibited absorptions in the UV at 227 and 282 nm and at 242 and 298 nm. Both compounds undergo inefficient photofragmentation resulting in the formation benzonitrile.
Worcester Polytechnic Institute
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Chemistry and Biochemistry