Novel synthesis of substituted N-(3-aryl-1,8-naphthyridin-2-yl) and N,N′-bis(3-aryl-1,8-naphthyridin-2-yl)benzene-1,4-diamines and 2-(4-((3-aryl-1,8-naphthyridin-2-yl)amino)phenyl)isoindoline-1,3-diones and their biological evaluation

• Published in: Synthetic communications 2018-01, Vol.48 (1), p.50-58
• Main Authors: Ravi, D., Sakram, B., Ashok, K., Rambabu, S., Sonyanaik, B., Kurumanna, A., Madhu, P.
• Format: Article
• Language: English
• Subjects: 2-(4-((3-Aryl-1,8-naphthyridin-2-yl)amino)phenyl)isoindoline-1,3-dione; 2-chloro-3-aryl-1,8-naphthyridine; Antimicrobial activity; Aromatic compounds; Benzene; benzene-1,4-diamine; Condensates; Diamines; Diketones; Ethanol; Hydrocarbons; N,N-dimethylformamide; NMR; Nuclear magnetic resonance; Phthalic anhydride; Refluxing; Substitutes; Synthesis
• ISSN: 0039-7911; 1532-2432
• DOI: 10.1080/00397911.2017.1386790

A straightforward and highly efficient series of new substituted 3-aryl-1,8-naphthyridine derivatives 3a-e, 4a-e, and 6a-e were synthesized. Condensation dissimilar quantities of 2-chloro-3-aryl-1,8-naphthyridine 1a-e with benzene-1,4-diamine 2 and sodium ethoxide refluxing in ethanol solvent yielded the compounds 3a-e and 4a-e. The 2-(4-((3-aryl-1,8-naphthyridin-2-yl)amino)phenyl)isoindoline-1,3-diones 6a-e were obtained by treatment of compounds 3a-e with phthalic anhydride 5 in refluxing N,N-dimethylformamide is described. All synthesized compounds evaluated for their antimicrobial activity. The structures of the compounds have been proven on the established of spectral (IR, 1 H NMR, and 13 C NMR) data and elemental analyses. The reaction will be characterized by good efficacy, easy workup, simple purification of the products, and availability of catalyst.