Synthesis of 1-substituted 5-aryl-3-styryl-2-pyrazolines and 3-aryl-5-styryl-2-pyrazolines by the reaction of dibenzylideneacetones and E,E-cinnamylideneacetophenones with hydrazines
✍ Scribed by Albert Lévai; József Jekó
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2006
- Tongue
- English
- Weight
- 411 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
The reaction of dibenzylideneacetones or E,E-cinnamylidene-acetophenones and hydrazine hydrate provided 1-propionyl derivatives of 5-aryl-3-styryl-2-pyrazolines and 3-aryl-5-styryl-2-pyrazolines. These unsaturated ketones afforded 1-(2-carboxyphenyl) or 1-(4-carboxyphenyl) 5-aryl-3-styryl-2-pyrazolines and 1-(4-carboxyphenyl) derivatives of 3-aryl-5-styryl-2-pyrazolines on treatment with (2-carboxyphenyl)hydrazine or (4-carboxyphenyl)hydrazine in hot acetic acid. Structures of all new 2-pyrazolines have been elucidated by microanalyses and a combined utilization of various spectroscopic methods.
📜 SIMILAR VOLUMES
## Abstract New 3‐aryl‐5‐styryl‐2‐pyrazolines have been synthesized by the reaction of (__E,E__)‐cinnamylideneace‐tophenones with hydrazines. These 2‐pyrazolines have also been converted into the corresponding pyrazoles by oxidation with chloranil. Structures of all new compounds have been elucidat
The reaction of triarylideneacetylacetones with hydrazine hydrate in acetic acid a †ords an excellent yield of (E)-s-trans-1-acetyl-5-aryl-3-styryl-2-pyrazolines via decinnamoylation. The structures of these compounds were elucidated using 1H, 13C and two-dimensional NMR techniques such as H,H-COSY,
## Dedicated to Professor Dr. Fritz Sauter on the occasion of his 75 th birthday 1-Acetyl-and 1-propionyl-2-pyrazolines 11-27 have been synthesized by the reaction of (3coumarinyl)chalcones 1-10 with hydrazine in hot acetic acid or propionic acid. While 5-aryl-3-(3coumarinyl)-1-phenyl-2-pyrazoline