Synthesis and antimicrobial activity of some new coumarin and dicoumarol derivatives | Zendy

Regal Mohsen K.A. | Zendy; Shaban Safa S. | Zendy; ElMetwally Souad A. | Zendy

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Synthesis and antimicrobial activity of some new coumarin and dicoumarol derivatives

Author(s) -

Regal Mohsen K.A.,

Shaban Safa S.,

ElMetwally Souad A.

Publication year - 2020

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.3873

Subject(s) - chemistry , coumarin , organic chemistry , pyridine , nucleophile , antimicrobial , ammonium acetate , ethyl acetoacetate , hydrazine (antidepressant) , medicinal chemistry , michael reaction , yield (engineering) , catalysis , materials science , high performance liquid chromatography , chromatography , metallurgy

PTC reaction of coumarin derivative 1 with alkyl halides afforded C 4 oxygen alkylation products 2a‐d in appreciative yield, whereas with phenyl isothiocyanate gives the C 3 addition product 4 ; also, one‐pot three‐component PTC reaction was investigated. Treatment of coumarin 1 with aromatic aldehydes in different molar ratios gives 3‐arylidene derivatives 7a,b and the dicoumarol derivatives 8a,b . Pyrano chromene 9 and pyrano pyridine 10 were obtained by reaction of arylidene 7a with ethyl acetoacetate through Michael cycloaddition reaction. The stability of pyrone ring in 3‐arylidene 7 and dicoumarol 8 towards different nucleophilic reagents under reflux and/or fusion conditions has been studied by the action of hydrazine hydrate, ammonium acetate, methyl amine, and p ‐toluidine afforded compounds 11 and 13a‐c . The antimicrobial activity of some synthesized compounds has been investigated.

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