o-Bromoacetophenone reacts with the sodium salt of ethyl cyanoacetate to afford a-cyano-P-phenyl-A".Pbutenolide. This butenolide undergoes azo coupling with diazotized aromatic amines (ArNHJ to afford the hydrazo derivatives. These hydrazo derivatives (Ar= Ph, were transformed into the corresponding
Some reactions with ω-bromoacetophenone: Synthesis of new Pyrazole, Pyrrole and Furan Derivatives
✍ Scribed by Dr. Fathy M. Abdelrazek
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 347 KB
- Volume
- 332
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Abstract
Phenacyl bromide 1 reacts with ethyl cyanoacetate 2 in presence of piperidine catalyst to afford the hexa‐2,4‐diene derivative 5. Ethyl phenacylcyanoacetate 3 was obtained by reaction of 1 with the sodium salt 6. Compound 3 reacts with hydrazines and trichloroacetonitrile to afford the pyrazoles 7a, b and the pyrroles 8 and 9, respectively. The reflux of 3 in acetic/sulphuric acid mixture afforded the furan derivatives 10 and 11.
📜 SIMILAR VOLUMES
## Abstract magnified image A series of pyrazolo [3,4‐d] pyrimidine, pyrazolo [1,5‐a] pyrimidine, and pyrazolyl triazoles have been prepared __via__ reaction of ethyl 5‐amino‐3‐phenylpyrazole‐4‐carboxylate with isothiocyanic esters, α,β‐unsaturated nitriles, and some active methylene reagents. J. H
## Abstract magnified image Four series of substituted furan and pyrrole have been synthesized. The first series was prepared by cyclization of the key intermediates ethyl 5‐[(4‐substituted thiosemicarbazido)methyl]‐2‐methylfuran‐3‐carboxylates **2a‐2d** and 1‐[(4‐acetyl‐5‐methyl‐1__H__‐pyrrol‐2‐y