THE UTILITY OF MICHAEL CONDENSATION FOR THE SYNTHESIS OF MACROMOLECULE SURFACTANTS FROM AZO-NAPHTHOLS AS POSSIBLE ANTIMICROBIALS

Hammam, Ahmed; El-Tabei, A. S.; Hegazy, M. A.; Mohamed, Mahmoud B.; Sadeq, M. A.

doi:10.21608/absb.2019.86751

THE UTILITY OF MICHAEL CONDENSATION FOR THE SYNTHESIS OF MACROMOLECULE SURFACTANTS FROM AZO-NAPHTHOLS AS POSSIBLE ANTIMICROBIALS

Document Type : Original Article

Authors

¹ chemistry department, faculty of science, azhar university (boys), cairo

² Egyptian Petroleum Research Institute (EPRI), Nasr City, Cairo, Egypt

³ Faculty of Science, Al-zhar University, Chemistry Dept., Nasr City, Cairo, Egypt

10.21608/absb.2019.86751

Abstract

((E)-4-(pyridin-3-yldiazenyl)naphthalen-1-ol) and (4-((E)–pyridin-3-yldiazenyl)– 8-((Z)-pyridin-3yldiazenyl)naphthalene-1,5-diol) (IIIa, b) were prepared. Condensation of (IIIa, b) with 2-(pyridin-4ylmethylene) malononitrile (V) under Michael reaction conditions gave the corresponding bezo[h]chromene and dihydrochromene[8,7-h] chromene derivatives (VIa, b). The cationic derivatives for (IIIa, b) and (VIa, b) were obtained by quaternization as (IVa,b) and (VIIa,b). The structures obtained were confirmed form IR, 1HNMR and mass spectra studies. The antimicrobial activities were also studied and have been found that; the cationic dyes (IVa,b) and (VIIa) exhibit promising results against Candida albicans.

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