Original scientific paper

Transformations of 4-Amino-5-cyanopyrimidines. The Synthesis and Transformations of Pyrimido-/4,5-d/Pyrimidines

Uroš Urleb ; Department of Pharmacy Edvard Kardelj University, 61000 Ljubljana, Yugoslavia
Branko Stanovnik ; Department of Chemistry and Chemical Technology Edvard Kardelj University, 61000 Ljubljana, Yugoslavia
Miha Tišler ; Department of Chemistry and Chemical Technology Edvard Kardelj University, 61000 Ljubljana, Yugoslavia

Abstract

Several new approaches to the synthesis of pyrimido/4,5-
-d/pyrirnidines are described. 5-Cyano-4-(N,N dimethylaminomethyleneamino)- 2-methylthiopyrimidine (2) and 5-cyano-4-ethoxyethyleneamino- 2-methylthiopyirimidine (12) cyclize with hydrazine into 3-amino-4-imino-2-methylthio-3,4-dihydropyrimido/4,5-d/pyrimidine (3) which can be deaminated into 4-amino-2-methylthiopyrimido/ 4,5-d/pyrimidine (4). On the other hand, 5-cyano-4-hydroxyiminomethyleneamino- 2-methylthio- (14) and -2-methoxopyrimidine (15) cyclize thermally into 4-amino-7-methylthio- (16) and 4-amino-7-methoxypyrimido/4,5-d/pyrimidine 3-oxide (17), respectively.

Keywords

Hrčak ID:

177579

URI

https://hrcak.srce.hr/177579

Publication date:

16.5.1986.

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