高等学校化学学报

高等学校化学学报 ›› 2000, Vol. 21 ›› Issue (S1): 451.

• Synthetic Sciences • 上一篇    下一篇

Studies on Reactions of 2-Amino-5-Heterocyclyl-1,3,4- -Thia/Oxadiazole with Acylisothiocyanates

ZHANG Yan, HUI Xin-Ping, SUN Xiao-Wen, GE Zi-Yi, XU Peng-Fei, ZHANG Zi-Yi   

  1. Dept, of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000
  • 出版日期:2000-12-31 发布日期:2000-12-31
  • 基金资助:

    This project is supported by NNSF of P. R. China.

Studies on Reactions of 2-Amino-5-Heterocyclyl-1,3,4- -Thia/Oxadiazole with Acylisothiocyanates

ZHANG Yan, HUI Xin-Ping, SUN Xiao-Wen, GE Zi-Yi, XU Peng-Fei, ZHANG Zi-Yi   

  1. Dept, of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000
  • Online:2000-12-31 Published:2000-12-31
  • Supported by:

    This project is supported by NNSF of P. R. China.

PDF (PC)

摘要：

It is well known that the addition of acyl isothiocyanate with amine formed 1,3-disubstituted thiourea which possess broad spectrum biological activities, Up till now, the addition of 5-heterocyclyl-2-amino-1,3,4-thia/oxadiazole with acylisothicyanate has not been reported. We wish to describe this reaction in this paper. When the new 2-amino-5-(l-p-chlorophenyl-5-methyl-1,2,3-triazol-4-yl)-1,3,4-thiadiazole (Ⅰ) was reacted with acylisothio-cyanates (Ⅱ), not all the compounds were expected acylthiourea (Ⅲ)[1,2], some of them were acid amide (Ⅳ). The formation of the products was determined by the substituents of the acylisothiocyanate. In order to investigate the reaction, we synthesized 2-amino-5-aryl-1,3,4-thio/oxadiazole (Ⅴa,b), and then reacted with 1-p-chlorophenyl-5-methyl-1,2,3-triazol-4-formyl-isothiocyanate (Ⅵ). As it was anticipated, the products only were N-(5-aryl-1,3,4-thia/oxadiazol-2-yl)-N'-(1-p-chlorophenyl-5-methyl-1,2,3-triazol-4-formyl) thiourea (Ⅶa,b) (Scheme).

Abstract:

It is well known that the addition of acyl isothiocyanate with amine formed 1,3-disubstituted thiourea which possess broad spectrum biological activities, Up till now, the addition of 5-heterocyclyl-2-amino-1,3,4-thia/oxadiazole with acylisothicyanate has not been reported. We wish to describe this reaction in this paper. When the new 2-amino-5-(l-p-chlorophenyl-5-methyl-1,2,3-triazol-4-yl)-1,3,4-thiadiazole (Ⅰ) was reacted with acylisothio-cyanates (Ⅱ), not all the compounds were expected acylthiourea (Ⅲ)[1,2], some of them were acid amide (Ⅳ). The formation of the products was determined by the substituents of the acylisothiocyanate. In order to investigate the reaction, we synthesized 2-amino-5-aryl-1,3,4-thio/oxadiazole (Ⅴa,b), and then reacted with 1-p-chlorophenyl-5-methyl-1,2,3-triazol-4-formyl-isothiocyanate (Ⅵ). As it was anticipated, the products only were N-(5-aryl-1,3,4-thia/oxadiazol-2-yl)-N'-(1-p-chlorophenyl-5-methyl-1,2,3-triazol-4-formyl) thiourea (Ⅶa,b) (Scheme).

TrendMD: