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
收藏
页码：571 / 577
页数：7
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