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Solvent-free preparation of arylaminotetrazole derivatives using aluminum(Ⅲ) hydrogensulfate as an effective catalyst 被引量:1

Solvent-free preparation of arylaminotetrazole derivatives using aluminum(Ⅲ) hydrogensulfate as an effective catalyst
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摘要 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(HSO4)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-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum(Ⅲ) hydrogensulfate(Al(HSO4)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.
机构地区 Deparment of Chemistry
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第8期892-896,共5页 中国化学快报(英文版)
关键词 5-Arylamino-1H-tetrazole 1-Aryl-5-amino-1H-tetrazole Secondary arylcyanamide Aluminum(Ⅲ) hydrogensulfate(Al(HSO_4)_3) Heterogeneous catalyst SOLVENT-FREE Solid acid 5-Arylamino-1H-tetrazole 1-Aryl-5-amino-1H-tetrazole Secondary arylcyanamide Aluminum(Ⅲ) hydrogensulfate(Al(HSO_4)_3) Heterogeneous catalyst Solvent-free Solid acid
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