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Indian Journal of Chemistry -Section B (IJC-B) >
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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