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Chemija / Chemistry

ISSN 0235-7216
ISSN 2424-4538 (online)

2014 m. Nr. 1

Metil-(6-fenil-2-metilsulfanil-4-tioksopirimidin-3(4H)-il)acetato reakcijos su hidrazinhidratu tyrimas
Milda M. BURBULIENĖ, Julita DARGYTĖ, Povilas VAINILAVIČIUS

Methyl (2-methylsulfanyl-6-phenyl-4-thioxopyrimidin-3(4H)-yl)acetate (2) reacted with hydrazine hydrate at room temperature in 1-butanol to give the corresponding hydrazide 3. The same reaction at reflux in different solvents (methanol, acetonitrile, n-butanol or dimethylformamide) underwent thermally induced cyclization to yield 1-amino-7-phenyl- 5-thioxo-1,5-dihydroimidazo[1,2-a]pyrimidin-2(3H)-one (4) and 6-hydrazino-8-phenyl- 2H-pyrimido[6,1-c][1,2,4]triazin-3(4H)-one (5). The latter 5 was synthesized by an alternative method from 4-hydrazino-6-phenyl-2-methylsulfanylpyrimidine. New compounds are characterized by 1H, 13C NMR, IR spectroscopy and analytical data.

Keywords: heterocyclization, 4-thioxopyrimidine, imidazo[1,2-a]pyrimidine, pyrimido[6,1-c][1,2,4]triazine, hydrazine hydrate

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