Open AccessSynthesis and DFT Study of Newly Schiff Base and Fused Heterocyclic Compounds as Antibacterial Agent
Author(s) -
Sameh A. Rizk,
Ismail M. Awheda,
Fathi A. Smida
Publication year - 2019
Publication title -
journal of advances in chemistry
Language(s) - English
Resource type - Journals
ISSN - 2321-807X
DOI - 10.24297/jac.v16i0.8499
Subject(s) - chemistry , pyrazole , schiff base , halogen , yield (engineering) , nucleophile , triazine , combinatorial chemistry , aryl , nitrogen atom , antimicrobial , antibacterial activity , medicinal chemistry , organic chemistry , stereochemistry , bacteria , ring (chemistry) , materials science , catalysis , alkyl , biology , metallurgy , genetics
Treatment of 2,3-di-(4-chlorophenyl) oxirane-2,3-dicarbonitriles(1) with nitrogen nucleophiles, e.g. N2H4, NH2OH afforded pyrazole 2, 1.2oxazole 3 derivatives respectively The 3-amino pyrazole-4-one derivatives 2 can be used as a key starting materials to synthesize some important Schiff base 4 and fused heterocyclic compounds e.g. Imidazolo-[4,5-c]pyrazole 5, Pyrazolo[3,4-e]1,2,4-triazine 6, pyrazol[1,2-a] 1,3,5-triazine 7, 8 and 9. The electromeric effect of the halogen atom in the aryl moieties can be controlled upon the rate of reaction and the yield of the product. The structures of synthesized new compounds were characterized by spectral data and screened for their antimicrobial activities against various bacteria and fungi strains. The heterocyclic compounds 7, 8 and 9 that contained bridgehead nitrogen gave an excellent result.