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Conventional and microwave reactions of 1,3‐diaryl‐5,4‐enaminonitrile‐pyrazole derivative with expected antimicrobial and anticancer activities
Author(s) -
Anwer Kurls E.,
Sayed Galal H.
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.3946
Subject(s) - chemistry , phthalic anhydride , pyrazole , acetic anhydride , hydrazine (antidepressant) , benzaldehyde , cyclohexanone , cyanoacetic acid , organic chemistry , acetonitrile , thioglycolic acid , acetyl chloride , tetrahydrofuran , acetic acid , phenacyl bromide , hydroxylamine , propargyl bromide , derivative (finance) , bromide , catalysis , chromatography , solvent , financial economics , economics
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.