Focus on the synthesis and reactions of some new pyridine carbonitrile derivatives as antimicrobial and antioxidant agents

3-[4-CHLOROPHENYL]-1-[2, 4-dichlorophenyl]-propen-1-one [1] was prepared and reacted with active methylene compound, ethyl cyanoacetate in the presence of ammonium acetate 10 give the corresponding pyridine carbonitrile [2]. The behavior of compound 2 towards phosphorous pentasulfide, phosphorous oxychloride and some acyclic-sugars has been investigated and afforded compounds 3, 4 and 5a-d, respectively. The thioxo-pyridine carbonitrile [3] reacted with different halo compounds namely: methyl iodide, ethyl chloroacetate, some acyclic sugars to afford 6, 7 and 8a-c, respectively. Treatment of compound 3 with acrylonitrile afforded compound 9. Reaction of the thiosulfanyl 6 with hydrazine hydrate gave the hydrazine derivative 10 while reaction of 7 with the same reagents gave the acid hydrazide 11. Also, compound 4 reacted with different nucleophiles to afford compounds 10, 12-14. Condensation of compound 10 with ethyl acetoacetate, acetyl acetone, acetic anhydride, p-chlorobenzaldehyde afforded compounds 15-18, respectively. Moreover, compound 10 reacted with carbon disulfide to afford compound 19. Finally, condensation of compound 10 with aldehydo-sugar namely: D-glucose gave the corresponding acyclic nucleoside 20. Furthermore, biological evaluation of some prepared compounds has been assessed and some of them revealed promising antimicrobial and antioxidant activity

Synthesis and reactions of some pyridopyrimidine and thienopyridine derivatives for antiviral evaluation

Compounds 6-amino-4-[4-chlorophenyl]-2-thien-2-ylpyridine5-carbonitrile [2] and 4-[4-chlorophenyl]-6-thioxo-2-thien-2-yll,6-dihydropyridine-5-carbonitrile [9] were prepaied using 3-[4-chlorophenyl]-l-thien-2-ylpropenone [I] and malononitrile or cyanothioacetamide, respectively. Pyridine derivative 2 was in turn used as a precursor for preparation of some pyridopyrimidine and fused pyridopyrimidine derivatives 3-8. On the other hand, the pyridine derivative 9 was used in preparation of thienopyridine derivatives 10 and 11. Moreover, fusion of compound 11 with excess of benzoyl chloride ' afforded 4-[4-chlorophenyl]-2-phenyl-7-thien-2-yl-3H-pyrido [3,2:4,5] thieno[3,2-d] pyrimidin-4-one [12]

Synthesis and reactions of 3-aryloxiran-2-y1 pyridin-2-y1 methanone. a novel synthesis of triazolopyrimidines and hexaazafluorenones for biological evaluation

3-aryloxiran-2-y1 pyridin-2-y1 methanones [Ia,b] were prepared according to our pervious workt [1-3], from arylidenepyridin-2-y1-methanone [4-5]. Compounds Ia,b reacted with different amines such as hydrazine hydrate, p-nitrophenyl hydrazine, hydroxyl amine, and thiourea to give pyrazolylpyridine, isoxazolyl pyridine, and pyridinylpytimidine-2-thione compounds Ia,b, IIIa,b, IVa,d, respectively. Compounds IVa,b were alkylated by methyl iodide to give methyl sulfanyl pyrimidine derivatives V[a,b] which were treated with hydrazine hydrate to give pyrimidinyl hydrazine compounds VIa,b The latter compounds reacted with carbon disulfide, ethyl chloroformate, and aromatic aldehyde in different conditions to produce pyridinyltriazolopyrimidinthione, and pyridinyl pyrimidinyl hydrazone, derivatives VIIa,b, VIIIa,b, and IXa,b, respectively. Compounds VIIa,b were treated with ethyl chloroacetate followed by hydrazine hydrate to give pyridinyl triazolopyrimidinyl acetic acid hydrazide compounds XIa,b which cyclized by using phosphorus pentoxide to give pyridinyl hexaazafluorenone derivatives XIIa,b. Compounds IXa,b reacted with thioglycolic acid to give [pyridinylpyrimidinyl amino]-thiazo1idinone derivatives XIIIa,b