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KMID : 0043319970200060620
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Archives of Pharmacal Research
1997 Volume.20 No. 6 p.620 ~ p.628
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Reactions of Pyrimidinonethione Derivatives;Synthesis of 2-Hydrazinopyrimidin-4-one, Pyrimido[1,2-a]-1,2,4-triazine, Triazolo-[1,2-a]pyrimidine, 2-(1-pyrazolo)Pyrimidine and 2-Arylhydrazonopyrimidine Derivatives
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Attaby Fawzy-A.
Eldin Sanaa-M.
Hanafi Eman-A.Z.
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Abstract
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6-Aryl-5-cyano-4-pyrimidinon-2-thione derivatives 1a-c reacted with ethyl iodide to give the corresponded 2-S-ethylpyrimidin-4-one-derivatives 2a-c. Compounds 2a-c was, in turn, reacted with hydrazine hydrate to give the sulfur free reaction products, 3a-c. These reaction products were taken as the starting materials for the synthesis of several newly synthesized heterocyclic derivatives. Reactions with several halogenated ketones, esters, chloroacetic acid and chloroacetamide give pyrimidotriazines 8,12 and 15 while their reactions with formic acid, acetic acid and carbon disulfide gave the corresponded triazolopyrimidines 17 and 21. The reaction with both acetyl acetone and ethylacetoacetate gave the corresponded 2-pyrimidine derivatives 20a-c and 24a-c respectively while the reaction with cinnamonitriles 25a-h afforded the corresponded aryl hydrazopyrimidines 27a-f. The structure of these reaction products were eatablished based on both elemental anlayses and spectral data studies.
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KEYWORD
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Pyrimidinethione, pyrimidotriazine, triazolopyrimidine and cinnamonitrile
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