63514-98-7Relevant academic research and scientific papers
Functionalization and Cyclization Reactions of 4-Benzoyl-1,5-diphenyl- 1H-pyrazole-3-carboxylic Acid
Akcamur, Yunus,Sener, Ahmet,Ipekoglu, Alemdar Mustafa,Kollenz, Gert
, p. 221 - 224 (2007/10/03)
The 1H-pyrazole-3-carboxylic acid 2 or its remarkably stable acid chloride 3 can easily be converted into the corresponding ester or amide derivatives 4 or 5, respectively, from reaction with alcohols or N-nucleophiles. Pyrazolo[3,4-d]pyridazines 6a,b are obtained from cyclocondensation reactions of the pyrazoles 2 and 3, respectively, with phenylhydrazine or hydrazine hydrate, while 6c is formed in an one-pot procedure from the furan-2,3-dione 1 and hydrazine hydrate.
The Regioselectivity in the Formation of Pyrazolines and Pyrazoles from Nitrile Imines
Hassaneen, Hamdi M.,Hilal, Rifaat H.,Elwan, Nehal M.,Harhash, Abdelhamid,Shawali, Ahmad S.
, p. 1013 - 1016 (2007/10/02)
The 1,3-cycloaddition of the nitrile imines 2a-e to the carbon-carbon double bond in benzalacetophenone leads to the formation of 4-phenyl-5-benzoylpyrazolines 3a-e which were converted into 4-phenyl-5-benzoylpyrazoles 5a-e upon treatment with chloranil in xylene.However, the cycloaddition of 2a-e to the carbon-carbon double bond in the enol tautomer of dibenzoylmethane gives the regioisomers 5-phenyl-5-hydroxy-4-benzoylpyrazolines which loose elements of water to yield 4-benzoyl-5-phenylpyrazoles 6a-e.The orientation in these reactions are interpretted in terms of the Frontier Molecular Orbital theory.The structures of the products 3,5 and 6 were substantiated by their chemical reactions and alternate synthesis whereever possible.
