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An efficient and simple method for the preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum(Ⅲ) hydrogensulfate(Al(HSO_4)_3) as an effective heterogeneous catalyst from secondary arylcyanamides. Generally,when the substitution in arylcyanamide is strongly electron-withdrawing the position of equilibrium would shift toward the isomer of 1-aryl-5-amino-1H-tetrazole(B) and as the electron-donating of substituent increased,the position of equilibrium is shifted toward the isomer of 5-arylamino-1H-tetrazole(A).The present methodology offers several advantages,such as excellent yields,short reaction times,easy work-up and greener conditions.
An efficient and simple method for the preparation of 5-arylamino- 1 H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum (III) hydrogensulfate (Al (HSO 4) 3) as an effective heterogeneous catalyst from Generally, when the substitution in arylcyanamide is strongly electron-withdrawing the position of equilibrium would shift toward the isomer of 1-aryl-5-amino-1H-tetrazole (B) and as the electron-donating of substituent increased, the position of equilibrium is shifted toward the isomer of 5-arylamino-1H-tetrazole (A). The present methodology offers several advantages, such as excellent yields, short reaction times, easy work-up and greener conditions.