Synthesis and Antimicrobial Activities of Some Novel Quinoxalinone Derivatives

Molecules

M. M. Ali¹  M. M.F. Ismail¹  M. S.A. El-Gaby¹  M. A. Zahran¹ 

[1] ¹Department of Chemistry, Faculty of Science, Al-Azhar University, Nasr-City 11884, Cairo, Egypt ²Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girl’s), Al-Azhar University, Nasr-City, Cairo, Egypt ³Department of Chemistry, Faculty of Science, Al-Azhar University at Assiut, Assiut 71524, Egypt

关键词: Quinoxalinones;    4-benzoyl-1;    2-phenylenediamine;    antimicrobial activity;   

DOI  :  10.3390/50600864

来源: mdpi

【 摘 要 】

Condensation of 4-benzoyl-1,2-phenylenediamine with sodium pyruvate in acetic acid furnished two products which were identified as 6-benzoyl and 7-benzoyl-3-methyl-2(1H)quinoxalinones (1a,b). Fusion of 1a with aromatic aldehydes furnished the styryl derivatives 2a-c. Alkylation of 1a,b with dimethyl sulphate or ethyl chloroacetate produced the N-alkyl derivatives 3a,b and 4a,b. Hydrazinolysis of the ester derivative 4a with hydrazine hydrate afforded the hydrazide derivative 5 which underwent condensation with aldehydes to give the corresponding hydrazone derivatives 6a,b. In addition, chlorination of 1a with thionyl chloride afforded the 2-chloro derivative 7 which was subjected to reaction with sodium azide and n-butylamine to yield the corresponding tetrazolo (8) and n-butylamino (9) derivatives, respectively. The structures of the compounds prepared were confirmed by analytical and spectral data. Also, some of the synthesized compounds were screened for antimicrobial activity.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.