Journal
ARCHIV DER PHARMAZIE
Volume 339, Issue 8, Pages 456-460Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ardp.200600057
Keywords
cinnolines; molluscicidal activity; pyrano[2,3-c]pyrazoles; pyrazolones
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2-(3-Hydroxy-5,5-dimethylcyclohexylidene)malononitrile 5 undergoes an azo coupling reaction with aryldiazonium salts to afford 3-amino-2-aryl-6,6-dimethyl-8-oxo-2,6,7,8-tetrahydrocinnoline4-carbonitriles 7. Upon reflux in acetic acid, these compounds were acetylated to give the cinnoline derivatives 9. The pyrazolones 10a, b react with 3-furfurylidene- and 3-thienylidene-malononitrile derivatives 11a, b to afford the pyrano[2,3-c]pyrazole derivatives 13a - d. These newly synthesized compounds show generally a moderate molluscicidal activity to Biomphalaria alexandrina snails.
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