Synthesis of 4-acyl-2-(acylamino)-. DELTA. 2-1, 3, 4-thiadiazolines and 4-acyl-2-amino-. DELTA. 2-1, 3, 4-thiadiazolines by acylation of thiosemicarbazones

S Kubota, Y Ueda, K Fujikane, K Toyooka…

Index: Kubota, Seiju; Ueda, Yasufumi; Fujikane, Kazuichi; Toyooka, Kouhei; Shibuya, Masayuki Journal of Organic Chemistry, 1980 , vol. 45, # 8 p. 1473 - 1477

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Citation Number: 67

Abstract

Proof of the structure of the 1, 3, 4-thiadiazolines (3) is based upon physical and chemical evidence. The diacetyl derivative 3a is used here as a representative. The NMR spectrum of 3a showed a C-5 proton absorption at 6 6.80 with an upfield shift of 1.24 ppm from that of the methine proton in the open-chain thiosemicarbazone 2a, in good agreement with other C-5 proton shifts reported for 1, 3, 4-thiadiazoline derivative^.^ The aromatic proton