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A novel oxidative cyclization of 4-arylthiosemicarbazides and related compounds

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Résumé

Il est démontré que les 4-arylthiosemicarbazides sont oxydés par le brome dissous en chloroforme aux 2-hydrazinobenzothiazoles avec de modestes rendements. Une telle réaction sur les thiosémicarbazones correspondants donne les 1-arylidénè 2-(2′-benzothiazolyle)hydrazines avec de très bons rendements. Ceux-ci purent, par la suite, être oxydés par le chlorure de fer+3 en solution éthanolique aux 3-aryl-s-triazolo (3,4-b)benzothiazoles. La présence de quelques substituants dans les restes 4-aryl et/ou 1-arylidène dans la moitié thiosemicarbazone favoriserait la cyclisation aux 3:4-diaryl-5-mercapto-1:2:4-triazoles.

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Rao, V.R., Srinivasan, V.R. A novel oxidative cyclization of 4-arylthiosemicarbazides and related compounds. Experientia 20, 200–201 (1964). https://doi.org/10.1007/BF02135397

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