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A Simple Synthesis and Antimicrobial Activity of Some New 1,2,4-Triazolopyrimidine Derivatives
Heterocycles ( IF 0.8 ) Pub Date : 2021-02-18 , DOI: 10.3987/com-21-14409
Kamelia M. El-mahdy , Azza M. El-kazak

The synthesis of new 1-(7-oxo-5-phenyl-1,7-dihydro[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)guanidine (2) by reaction 2,3-diamino-6-phenylpyrimidin-4(3H)-one (1) with cyanoguanidine was achieved. Compound 2 reacted with malononitrile to produce diaminopyrimidine derivative 3 which upon treatment with CS2 resulted in the formation of 1,3,5-triazine 4. Cyclization of compound 1 with either benz[c]acridine-7-carboxylic acid or mandelic acid in presence of phosphoryl chloride was investigated. Moreover, 2-[chloro(phenyl)methyl]-5-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-7(1H)-one (6) was used as a valuable scaffold to construct various fused and attached heterocyclic rings via simple reactions. The antimicrobial activity of the synthesized compounds were tested. Spectral and analytical data of the newly synthesized compounds were all in good agreement with the proposed chemical structures.


中文翻译:

一些新的1,2,4-三唑并嘧啶衍生物的简单合成及其抗菌活性

通过反应2合成新的1-(7-氧代-5-苯基-1,7-二氢[1,2,4]三唑-[1,5 - a ]嘧啶-2-基)胍(2 获得了具有氰基胍的3-二氨基-6-苯基嘧啶-4(3 H )-一(1 )。化合物2与丙二腈反应生成二氨基嘧啶衍生物3 ,其经CS 2处理后形成1,3,5-三嗪4 。研究了在磷酰氯存在下用苯并[ c ] ac啶-7-羧酸或扁桃酸对化合物1的环化作用此外,2- [氯(苯基)甲基] -5-苯基[1,2,4]三唑[1,5- a] pyrimidin-7(1 H )-one(6 )被用作有价值的支架,以通过简单的反应构建各种稠合和连接的杂环。测试了合成化合物的抗菌活性。新合成化合物的光谱和分析数据均与拟议的化学结构完全吻合。
更新日期:2021-04-27
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