SYNTHESIS AND OXIDATIVE AROMATIZATION OF 5-ACETYL-2-CYANOIMINO-6-METHYL-4-PHENYL-1,2,3,4-TETRAHYDROPYRIMIDINE WITH MANGANESE DIOXIDE

被引：8

作者：

Solovyev, P. A. ^{[1
]}

Shutalev, A. D. ^{[1
]}

机构：

[1] MV Lomonosov Moscow State Acad Fine Chem Technol, Moscow 119571, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2009年 / 45卷 / 07期

关键词：

2-aminopyrimidines; manganese dioxide; 2-imino-1,2-dihydropyrimidines; 2-imino-1,2,3,4-tetrahydropyrimidines; guanidinoalkylation; oxidative aromatization; SYMMETRICAL HETEROARYL CARBOXAMIDES; ORGANIC-CHEMISTRY; CCR5; ANTAGONISTS; HIV-1; TAUTOMERISM; DERIVATIVES; ALKALOIDS;

D O I：

10.1007/s10593-009-0357-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 5-acetyl-2-cyanoimino-6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine has been carried out by reaction of N-[(tosyl)(phenyl) methyl]-N'-cyanoguanidine with acetylacetone in the presence of sodium hydride with subsequent acid catalyzed dehydration of the 4-hydroxy-2-imino-hexahydropyrimidine obtained. The oxidative aromatization of the tetrahydropyrimidine synthesized using manganese dioxide has been studied. It was found that the products formed depend on the reaction temperature and are either 5-acetyl-2-carbamoylamino-4-methyl-6-phenylpyrimidine or 5-acetyl-2-amino-4-methyl-6-phenylpyrimidine or a mixture of both.

引用

页码：809 / 814

页数：6

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