Heterocyclization and functionalization of 1,2-bis-(4-amino-5-mercapto-1,2,4-triazol-3-yl)benzene

被引:2
|
作者
Haggam, Reda A. [1 ]
机构
[1] Zagazig Univ, Fac Sci, Dept Chem, Zagazig, Egypt
关键词
Phthalic acid; 1,2,4-Triazole; Triazolothiadiazines; Triazolothiadiazoles; Alkylation; Schiff bases; C-NUCLEOSIDE ANALOGS; ANTIMICROBIAL ACTIVITIES; 1,2,4-TRIAZOLE; DERIVATIVES; BASES;
D O I
10.1007/s11164-013-1259-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,2-Bis(4-amino-5-mercapto-1,2,4-triazol-3-yl)benzene (3) was synthesized from the reaction of phthalic acid with thiocarbohydrazide. Reaction of 3 with ethylbromoactate or ethylchloroacetate afforded compound 4. Heating of 3 with chloroacetyl chloride or chloroacetic acid gave triazolothiadiazinone 5 and 8, respectively. Refluxing of 3 with phenacyl bromide resulted in benzoylmethylthiotriazole 9. Treatment of 3 with chloroacetamide or benzyl chloride yielded 11 and 13, respectively. Condensation of 3 with benzaldehyde or m-nitrobenzaldehyde gave the products 14a and 14b in the ratio 1:2, and 15, respectively.
引用
收藏
页码:1135 / 1148
页数:14
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