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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Ibrahim Ali Radini
Hany Mostafa Hamed
Mohammed Abdo Yahya Kharir
Ashraf Hassan Fekry Abd Elwahab

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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the Regional Center for Mycology & Biotechnology (RCMP), Al-Azhar University, Cairo, Egypt
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