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Paper | Regular issue | Vol 36, No. 12, 1993, pp.2745-2752
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6495
1,2,4-Thiadiazino[3,4-b]benzothiazole: A New Cyclic Sulphenimine

Patrick Jimonet,* François Audiau, Michel Barreau, and Serge Mignani

*Rhone-Poulenc Rorer Central Rerearch, Centre de Recherches de Vitry-Alfortville, 13 Quai Jules Guesde, BP 14, 94403 Vitry-sur-Seine Cedex, France

Abstract

3,4-Dihydro-8-trifluoromethoxy-1,2,4-thiadiazino[3,4-b]benzothiazole (2) was prepared in five steps from 6-trifluoromethoxy-2-benzothiazolamine (riluzole, 1). The key final step consisted of an original N-S bond forming reaction between unsubstituted imine and thiol groups, using chloramine-T as reagent (75% yield).