New general synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and benzo[4,5]imidazo[2,1-b]quinazoline derivatives

被引：9
|
作者：
Harutyunyan, A. A. [1 ]
机构：
[1] Natl Acad Sci Armenia, Mndzhoyan Inst Fine Organ Chem, Sci Technol Ctr Organ & Pharmaceut Chem, Pr Azatutyan 26, Yerevan 0014, Armenia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 52卷 / 07期
关键词：
REARRANGEMENT; PYRIMIDINE; LIBRARY;
D O I：
10.1134/S1070428016070150
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reactions of benzene-1,2-diamine with 5-substituted 2-(alkylsulfanyl)-4-methylpyrimidin-6(1H)-ones and 2-(propylsulfanyl)- and 5-iodo-2-(propylsulfanyl)-3,4-dihydroquinazolines at 175-185A degrees C under solvent-free conditions unexpectedly afforded benzo[4,5]imidazo[1,2-a]pyrimidine, benzo[4,5]imidazo[2,1-b]-quinazoline, and 2,2'-(benzene-1,2-diyldiimino)bis[pyrimidin-4(3H)-ones]. The described reaction is the first example of synthesis of these heterocyclic systems by fusion of benzimidazole to pyrimidine or quinazoline and is likely to follow ANRORC mechanism.
引用
收藏
页码：1012 / 1017
页数：6
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