Action of grignard reagents on 3-anilino-4-arylhydra-zono-2-pyra-zolin-5-ones. | [Pakistan Journal of Scientific and Industrial Research • 1979]

Author(s):

1. Fathy A. Amer: Chemistry Department, Mansoura University, Egypt

2. Abd El-Hamid Harhash: Chemistry Department, Mansoura University, Egypt

3. Mahmood A. N. Eldin: Chemistry Department, Mansoura University, Egypt

Abstract:

A series of 3-anilino-4-arylhydranzono-2-pyrazolin-5-ones (IIa—e) were prepared by the coupling reaction of aryldiazonium salts whith 3-anilino-2-pyra-zolin-5-one (I). These, pyrazolones underwent 1, 2-addition of Grignard reagents to the exocyclic C = N. group followed by the loss of one molecule of hydrogen to yield 4-aryl-hydrazono-3-alkyl or aryl-1-pyrazolin-5-ones Va—e. The reaction sequence was confirmed by treatment of compound Ve with acetic anhydride afforded the monoacetyl VI. While similar treatment of lib gave the diacetyl VII. The stability of the carbonyl group in II toward the action of Grignard reagents has been discussed.

Page(s): 185-88

DOI: DOI not available

Published: Journal: Pakistan Journal of Scientific and Industrial Research, Volume: 22, Issue: 4, Year: 1979

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