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Synthesis of substituted Pyrimidin-4(1H)-one (Uracil) Derivatives and some of their reactions
Author(s):
1. Mohammad Barmaki: Department Of Chemistry, Baku State University, Baku, Azerbaijan
Abstract:
In this paper I described two practical routes for the synthesis of substituted Uracilderivatives and achieved some of their reactions. In the first synthesis which is based on the condensation reaction of ethyl 2- cyanoacetate and thiourea, the cyclized compound 6-amino-2-mercaptopyrimidin-4(3H)-one (I) achieved in the presence of sodium ethanoate. Thecompund (I) react with 2-(chloromethyl)oxirane in the given medium (II) was produced, then treated in medium of ethanol in peresence of KOH which new recyclized product 8-amino-3,4-dihydro-3-hydroxypyrimido[2,1-b][1,3]thiazin-6(2H)-one (III) was obtained.The other ring closing cyclization proceeded 6-methyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one (IV) by ethyl acetoacetate and thiourea in ethyl alcohol and potassium hydroxide medium. In the next reaction, firstly Sodium Salt of (V) was gained, then it was reacted with 2-(chloromethyl)oxirane. At the end, substitued derivative (VI) was resulted.All synthesized products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. All the experimental data is described extensively in this report.
Page(s): 893-899
DOI: DOI not available
Published: Journal: Journal of Chemical Society of Pakistan, Volume: 33, Issue: 6, Year: 2011
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