Conventional and microwave reactions of 1,3‐diaryl‐5,4‐enaminonitrile‐pyrazole derivative with expected antimicrobial and anticancer activities

The present study illustrates conventional and microwave reactions of 5‐amino‐1,3‐diaryl‐pyrazole‐4‐carbonitrile derivative with phenacyl bromide under different conditions, hydrazine hydrate, hydroxylamine hydrochloride, tetrahydrofuran, phthalic anhydride, and cyanoacetic acid. The product of the...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2020-06, Vol.57 (6), p.2339-2353
Main Authors: Anwer, Kurls E., Sayed, Galal H.
Format: Article
Language:English
Subjects:
Acetonitrile
Acetyl chloride
Anticancer properties
Benzaldehyde
Cancer
Cyclohexanone
Derivatives
Ethylenediamine
Hydrazines
Phenylenediamine
Phthalic anhydride
Pyrazole
Sodium azides
Spiro compounds
Tetrahydrofuran
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Summary:The present study illustrates conventional and microwave reactions of 5‐amino‐1,3‐diaryl‐pyrazole‐4‐carbonitrile derivative with phenacyl bromide under different conditions, hydrazine hydrate, hydroxylamine hydrochloride, tetrahydrofuran, phthalic anhydride, and cyanoacetic acid. The product of the latter reaction condensed with hydrazine and cyclohexanone to give the pyrazolotriazepine acetonitrile and cyclohexylidene derivatives. The new cyclohexylidene is used as key intermediate to synthesize some new spiro compounds. The behavior of the starting compound with benzaldehyde, ethylenediamine, phenylenediamine, sodium azide, 1‐amino‐2‐hydroxynaphthalene‐7‐sulphonic acid, diethylmalonate, terephthalaldehyde, acetyl chloride, and acetic anhydride were also investigated. The new compounds structures were established from spectroscopic data. Some of the new pyrazole derivatives showed antibacterial and anticancer activities.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3946