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IJC-B Vol.49B [2010] >
IJC-B Vol.49B(04) [April 2010] >


Title: Synthesis and study of chlorosubstituted 4-aroyl and 4-alkoyl-pyrazolines, pyrazoles and their effect on some flowering plants
Authors: Mahale, Jaishree D
Manoja, S C
Belsare, N G
Rajput, P R
Keywords: Valeric acid
chromanone
chromone
pyrazoline
pyrazole
Issue Date: Apr-2010
Publisher: CSIR
Abstract: Some new chlorosubstituted 4-aroyl/alkoylpyrazolines 5a,b and 4-aroyl/alkoylpyrazoles 7a,b have been synthesized by condensation of 1-(2′-hydroxy-3′-5′-dichlorophenyl)-3-aryl/alkyl-1-3-propanedione 3a,b and valeraldehyde by Baker-Venkatraman transformation of corresponding aroyl/alkoyloxyacetophenones. Aroyl/Alkoyloxyacetophenones 2a,b undergo intramolecular Claisen condensation to form 1-(2′-hydroxy-3′-5′-dichloro­phenyl)-3-aryl/alkyl-1,3-propanediones 3a,b which on treatment with aliphatic aldehyde in ethanol containing little piperidine forms 3-aroyl/alkoylchromanones 4a,b. From these 3-aroyl/alkoylchromanones 4a,b 4-aroyl/alkoylpyrazolines 5a,b are synthesized. 3-Aroyl/Alkoylchromanones 4a,b are converted into 3-aroyl/alkoylchromones 6a,b. The 3-aroyl/alkoylchromones 6a,b on treatment with Ph.NHNH2.HCl in dioxane containing small amount of piperidine furnish 4-aroyl/alkoylpyrazoles 7a,b. The structures of the newly synthesized chlorosubstituted 4-aroyl /alkoylpyrazolines 5a,b and 4-aroyl/alkoylpyrazoles 7a,b have been elucidated on the basis of spectral analysis and their homogeneity has been established by TLC.
Page(s): 505-511
Source:IJC-B Vol.49B(04) [April 2010]

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