R 80 Ph f C6H4CH3-(2) c C,jH,CH3-(4) h d C,H40CH3-(2) i 1037 -HCN 7 R C,H40H-(4) C, H, NH, -(4) ' ? J C d N H R t CpH4N02-(4) C6H4CI-(2) I Key Word: 2-Pyrazolin-5-one derivatives e attack of the amine at the cyclic amide carbonyl function should afford 6 by ring opening and recyclization. Alternatel
Reactions of 4-(dicyanomethylene)-3-methyl-1-phenyl-2-pyrazolin-5-one towards active methylene compounds
✍ Scribed by Metwally, Saoud A. M. ;El-Naggar, Galal M. ;El-Emary, Talaat I.
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 231 KB
- Volume
- 1991
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The reaction of some active methylene compounds with 4‐(dicyanomethylene)‐3‐methyl‐1‐phenyl‐2‐pyrazoline‐5‐one (1a) has been investigated. This reaction involves a Michael addition to afford 4‐spirocyclobutenes 3 or cyclopyran‐2‐pyrazoline‐5‐ones 4, depending on the active methylene derivatives used. A possible rationalization of the reaction pathway is proposed.
📜 SIMILAR VOLUMES
2004 Thiazole derivatives R 0260 Synthesis and Reactions of 3-Methyl-1-phenyl-4-(3-phenyl-2-thiazolin-4-on-2-yl)pyrazolin-5-one (V). -(ATTA, A. H.; Rev. Roum. Chim. 49 (2004) 1,
## Abstract 4‐(Dicyanomethylene)‐3‐methyl‐1‐phenyl‐2‐pyrazoline‐5‐one (1) readily reacts with α‐amino acids and their esters by Michael addition and subsequent elimination of HCN to the adducts 2a–k. One of these, 2i (obtained from methyl glycinate), adds stereoselectively to __N__‐phenylmaleimide
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract 2‐Amino‐6‐(3‐methyl‐5‐oxo‐1‐phenyl‐2‐pyrazolin‐4‐yl)‐4‐phenylpyridine‐3‐carbonitrile (1) obtained by the reaction of 4‐(1‐iminoethyl)‐3‐methyl‐1‐phenyl‐2‐pyrazolin‐5‐one with benzylidenemalononitrile, was reacted with triethyl orthoformate followed by hydrazine hydrate, acetic anhydride