Synthesis and Properties of 3,6-Diamino-substituted 1,2,4-Triazin-5(2H)-ones

被引：2

作者：

Geffken, Detlef ^{[1
]}

Koellner, Maria Anna ^{[1
]}

机构：

[1] Univ Hamburg, Abt Pharmazeut Chem, Inst Pharm, D-20146 Hamburg, Germany

来源：

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2010年 / 65卷 / 05期

关键词：

3,6-Diamino-1,2,4-triazin-5(2H)-ones; Ethyl; 2-Amino-2-thioxoacetate; Acylation; N-2-Acyl-1,2,4-triazin-5(2H)-ones; Ultrasound Synthesis; DERIVATIVES; FARBSTOFFE; REAKTION; SYSTEM;

D O I：

10.1515/znb-2010-0506

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The ultrasound-promoted cyclocondensation of N(1)-amino-N(2)-arylmethyl- (or aryl-) guanidines 2 with ethyl 2-amino-2-thioxoacetate furnished novel 3,6-diamino-substituted 1,2,4-triazin-5(2H)-ones 4 in moderate to high yields. The acylation of compounds 4 occurred regioselectively at ring position 2, presumably favoured by the formation of an intramolecular hydrogen bond. In accordance with this assumption, the acetylation of 6-amino-3-[benzyl(methyl)amino]-1,2,4-triazin-5(2H)-one (9) did not afford the 2-acetyl derivate 11 but rather the 6-acetamido derivative 10.

引用

页码：571 / 577

页数：7

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