European Journal of Chemistry

Heteroaromatization with 4-phenyldiazenyl-1-naphthol. Part II: Synthesis of some new benzochromens, benzochromenopyrimidines, benzochromenotriazolopyrimidines, benzochromenopyrimidotriazepine and antimicrobial activities

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Published: Sep 30, 2017
DOI: https://doi.org/10.5155/eurjchem.8.3.240-247.1599
Keywords:
Benzochromene, Antimicrobial activities, Benzochromenopyrimidine, 4-Phenenyldiazenyl-1-naphthol, Benzochromenotriazolopyrimidine, Benzochromenopyrimidotriaziepine
Section
Research Article
Issue
Vol. 8 No. 3 (2017): September 2017
Dates
Received 2017-06-12
Accepted 2017-07-02
Published 2017-09-30


Main Article Content

Ibrahim Ali Radini
Department of Chemistry, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia
Hany Mostafa Hamed
Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
Mohammed Abdo Yahya Kharir
Department of Chemistry, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia
Ashraf Hassan Fekry Abd Elwahab
Department of Chemistry, Faculty of Science, Jazan University, 2097, Jazan, Kingdom of Saudi Arabia

Abstract

Synthesis of several new of benzochromenes (4-7), benzochromenopyrimidines (8 and 9), 14-(4-chlorophenyl)-12-(phenyldiazenyl)-14H-benzo[7,8]chromeno[3,2-e][1, 2, 4]triazolo[1, 5-c]pyrimidines, 4-amino-16-(4-chlorophenyl)-14-(phenyldiazenyl)-16H-benzo[7', 8']chro-meno[2',3':4,5]pyrimido[1,6-b][1,2,4]triazepine-3-carbonitrile (10a-e, 13) and 9-(benz-ylideneamino)-7-(4-chlorophenyl)-5-(phenyldiazenyl)-7, 9-dihydro-8H-benzo[7,8]chromeno [2,3-d]pyrimidin-8-imine (12), form starting from 2-amino-4-(p-chlorophenyl)-6-phenyl-diazenyl-4H-benzochromene-3-carbonitrile (3). The structure of these new compounds was confirmed using IR, 1H NMR and 13C NMR as well as MS spectroscopy. The structure activity relationship studies of the target compounds in agreement with the in vitro essays and confirmed higher potent antimicrobial activity against some of the tested microorganisms. The structure-activity relationship study revealed that the antimicrobial activity of benzochromenopyrimido triazepine nucleus was more beneficial than benzochromeno-triazolopyrimidine nucleus for antimicrobial activity.


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Radini, I. A.; Hamed, H. M.; Kharir, M. A. Y.; Elwahab, A. H. F. A. Heteroaromatization With 4-Phenyldiazenyl-1-Naphthol. Part II: Synthesis of Some New Benzochromens, Benzochromenopyrimidines, Benzochromenotriazolopyrimidines, Benzochromenopyrimidotriazepine and Antimicrobial Activities. Eur. J. Chem. 2017, 8, 240-247.

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