76700-02-2Relevant articles and documents
Condensed Tetrahydrobenzothiazoles: Part II- Synthesis of 2-Aryl-5,6,7,8-tetrahydro-s-triazolobenzothiazoles and 3-Aryl-5,6,7,8-tetrahydro-s-triazolobenzothiazoles
Balse, Mukta N.,Mahajanshetti, C. S.
, p. 260 - 262 (2007/10/02)
Cyclization of 1-aroylthiosemicarbazides (I) under alkaline conditions gives 3-mercapto-5-aryl-s-triazoles (II), while their condensation with 2-chlorocyclohexanone (IIIa) furnishes 2-aroylhydrazino-4,5,6,7-tetrahydrobenzothiazoles (IV).The reaction of II with IIIa affords 2-aryl-5,6,7,8-tetrahydro-s-triazolobenzothiazoles (Va).Structure of Va has been established by comparison with isomeric 3-aryl-5,6,7,8-tetrahydro-s-triazolobenzothiazoles (VI), obtained by cyclization of IV.The reaction of 2-bromo-6-carbethoxycyclohexanone (IIIb) with II does not produce the expected 5-carbethoxy-2-aryl-5,6,7,8-tetrahydro-s-triazolo benzothiazoles (Vb), but gives Va.Hydrolysis and decarboxylation of Vb during the reaction to form Va are discussed.