16 research outputs found

    Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one

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    4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was converted to 2-phenyl-4-hydrazinecarbonylmethylen-1(3H)-imidazol-5-one (3) using hydrazine hydrate in methanol. Furthermore, the reaction of (3) with carbon disulfide afforded compound (4) which can be used without further purification to achieve compound (5) using hydrazine hydrate

    Synthesis and Structure Elucidation of 4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylene)-2-phenyl-1H-imidazol-5(4H)-one

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    4-(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl-methylen)-2-phenyl-1(3H)-imidazol-5-one (5) was synthesized in four steps in high yield. Benzimidinium chloride (1) reacted with dimethyl acetylenedicarboxylate to afford 2-phenyl-4-methoxycarbonylmethylen-1(3H)-imidazol-5-one (2) which was converted to 2-phenyl-4-hydrazinecarbonylmethylen-1(3H)-imidazol-5-one (3) using hydrazine hydrate in methanol. Furthermore, the reaction of (3) with carbon disulfide afforded compound (4) which can be used without further purification to achieve compound (5) using hydrazine hydrate

    Synthesis of Novel 6-Cyano-9-(aryl)-9H-purine Derivatives Via Formamidine Intermediates

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    Novel 9-substituted cyanopurine derivatives (4a-d) were synthesized in three steps in high yield. Diaminomaleonitrile (1) reacted with triethyl orthoformate to afford (Z)-N-[2-amino-1,2-dicyanovinyl] formimidate (2) which was converted to aryl-(Z)-N-[2-amino-1,2-dicyanovinyl] formamidines (3a-d) in the presence of a catalytic amount of anilinium chloride and aromatic amines in ethanol at room temperature under inert atmosphere (Argon). Furthermore, the reaction of (3a-d) with triethyl orthoformate afforded novel 6-cyano-9-(aryl)-9H-purine derivatives (4a-d) which can be used without further purification. All compounds have been fully characterized by spectroscopic data

    Synthesis and Characterization of Mono- and Bicycle Heterocyclic Derivatives Containing 1, 2,4-Triazole, 1,3,4-Thiadiazine and 1,3-Thiazole Rings

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    Reaction of tartaric acid with thiocarbohydrazide (2) and thiosemicarbazide (6) afforded 1,2-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (3) and 1,2-bis(5-mercapto-4H-1,2,4-triazol-3-yl)-ethane-1,2-diol (7). Reaction of compounds 3 and 7 with DMAD (dimethylacety lendi carboxylate) and DEAD (diethylacetylendicarboxylate) gave 1,2-bis(7-[(z)-methoxycarbonylmethylen]-5,6-dihydro-5H-6-one-[1,2,4] riazolo[3,4-b] [1,3,4] thiadiazin-3-yl)-ethan-1,2-diol (4), 1,2-bis(7-[(z)-ethoxycarbonylmethylen] -5,6-dihydro -5H-6-one-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-ethan-1,2- diol (5) and 1,2-bis(6-[(z)-methoxycarbonylmethylen]-5-oxo-[1,3]thiazolo[2,3-c] [1,2,4]triazol-3-yl)-ethan-1,2-diol (8) in good yields
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