Treatment of 4,6-diamino-3-cyano-2-methylthiopyridine (1) with aqueous KOH or hydrazine hydrate afforded the corresponding nicotinamide 2 and pyrazolo[3,4-b]pyridine 3, respectively. Reaction of compound 1 with bromine, sulfuryl chloride, formaldehyde, or aromatic diazonium salts gave 5- bromopyridine 4, 5-chloropyridine 5, dipyridylmethane 6, and azo dyes 7–10, respectively. Compound 1 reacted with diketones to yield the corresponding butenylamino derivative 11 and amides 12–15, ... Read more

Reaction of 4,6-diamino-3-cyano-2-methylthiopyridine (I) with chloroacetyl chloride or acetic acid afforded the corresponding 6-acetamide derivatives IIa and IIb, respectively. Chloroacetamide derivative IIa reacted with various thiols, secondary amines, potassium thiocyanate, compounds containing active methylene group,1-anilino-2,2-dicyanoethenethiolate, and o-mercatocyanopyridines to give S-alkyl, N-alkyl, thiazole, pyrrole, thiophene, and thienopyridine derivatives, respectively. Antibacterial and anti-inflammatory activities of some new pyridine derivatives were studied. Read more

4-Anilino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) reacted with formaldehyde and different amines to give Mannich bases 2a–i. Treatment of compound 1 with formaldehyde afforded the corresponding 2-hydroxymethyl derivative 3, which upon its reaction with thionyl chloride yielded the corresponding chloromethyl derivative 4. Treatment of compound 4 with some thiols gave the corresponding sulfides 5a–f. The ring closure reaction of chloromethyl derivative 4 with hydrazine ... Read more

Alkylation of 4,6-diamino-3-cyanopyridine-2(1H)-thione (1) with active halo compounds namely; ethyl chloroacetate, chloroacetic acid, 2-chloro-N-phenylacetamide, chloroacetonitrile, or chloroacetamide gave S-alkyl derivatives 2-6, respectively. Thienopyridine derivatives 7-10 were furnished by heating of S-alkyl derivatives 2-6 in hot KOH solution or by reaction of compound 1 with appropriate halo compound directly in hot KOH solution. The reaction of compound 1 with 3-bromopentane-2,4-dione or ... Read more

The title compound, C9H10N4OS0.5H2O, crystallizes with two independent molecules (A and B) in the asymmetric unit, together with a water molecule of crystallization. The acetamide moiety, which has an extended conformation, is inclined to the pyridine ring by 7.95 (16) in molecule A and by 1.77 (16) in molecule B. In the crystal, the A and B molecules are linked ... Read more

The title pyrimidine derivative, C7H8N4S, is essentially planar, with a maximum deviation of 0.029 (2) A ° from the mean plane of the non-H atoms. In the crystal, molecules are linked by an intermolecular bifurcated N—H N hydrogen bond between the cyano N atom and the two amino groups, an N—H N hydrogen bond between the two amino groups and ... Read more

The title compound, C9H10N4OS0.5H2O, crystallizes with two independent molecules (A and B) in the asymmetric unit, together with a water molecule of crystallization. The acetamide moiety, which has an extended conformation, is inclined to the pyridine ring by 7.95 (16) in molecule A and by 1.77 (16) in molecule B. In the crystal, the A and B molecules are linked ... Read more

The title compound, C13H16N4O3S2H2O, crystallizes in a ‘folded’ conformation with the ester group lying over the carbamoyl moiety, with one solvent water molecule. The molecular conformation is stabilized by an intramolecular C—H O hydrogen bond, and an N—H O hydrogen-bonding interaction involving the lattice water molecule. The packing involves N—H N, N—H O, O—H N and O—H O hydrogen bonds ... Read more

In the title compound, C14H13N5OS, the dihedral angle between the fused ring system (r.m.s. deviation = 0.028 A ° ) and the phenyl ring is 48.24 (4). The molecule features both an intramolecular N—H O and an N—H N hydrogen bond. In the crystal, molecules are linked by N—H O and N—H N hydrogen bonds, generating a three-dimensional network. A ... Read more

The title compound, C6H6N4S, crystallizes with two independent molecules, A and B, in the asymmetric unit. Both independent molecules are almost planar [maximum deviations of 0.068 (6) A ° in molecule A and 0.079 (6) A ° in molecule B]. In the crystal, molecules A and B are linked by N—H S, N—H N and C—H S hydrogen bonds, forming ... Read more