The chemistry and cyclization of a-aryl-β- (3,4-dimethyl-benzoyl) propionic acid on reactions with nucleophiles or on dehydration. | [Journal of Chemical Society of Pakistan • 1986]

Author(s):

1. M. A. I. Salem: Chemistry Department, Faculty of Science, Ain Shams University, Abbasia, Cairo, Egypt

2. M. A. El-Hashash: Chemistry Department, Faculty of Science, Ain Shams University, Abbasia, Cairo, Egypt

3. N. S. Hare: Chemistry Department, Faculty of Science, Ain Shams University, Abbasia, Cairo, Egypt

4. M. I. Marzouk: Chemistry Department, Faculty of Science, Ain Shams University, Abbasia, Cairo, Egypt

Abstract:

The Friedel-Craft's alkylation of o-xylene with β -(3,4-dimethyl-benzoy) acrylic acid (I) gives a-(3,4- dimethyl) phenyl-β-(3,4-dimethyl)benzoylpropionic acid (II). Dehydration of the acid (II), with warm Ac2 o gives the butenolide (III) which reacts with nitrogen nucleophiles to give the amide derivatives (IV). The acid (II) reacts with hydrazines, semicarbazide, and hydroxylamine yielding tetrahydropyridazinones (VI), sernicarbazone (VIII), and the dihydro-1,2-oxazin- 6(H)-one (IX) respectively.

Page(s): 497-505

DOI: DOI not available

Published: Journal: Journal of Chemical Society of Pakistan, Volume: 8, Issue: 4, Year: 1986

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