## Abstract The reactions of 2‐benzamido‐4,5‐dihydro‐3‐thiophene‐ and ‐3‐furancarbonitriles (1 and 2) with ethyl or methyl cyanoacetate and malononitrile (2 equiv.) in the presence of sodium hydride (1 equiv.) in dimethyl sulfoxide at 140°C gave ethyl or methyl cyano[3‐cyano‐4,5‐dihydro‐2(3__H__)‐t
Studies on Heterocyclic Enaminonitriles, XII. Reactions of 4,5-Dihydro-2-morpholino- (and -2-pyrrolidino)-3-furancarbonitriles with Dichlorocarbene
✍ Scribed by Yamagata, Kenji ;Takaki, Mikiko ;Yamazaki, Motoyoshi
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 415 KB
- Volume
- 1992
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The reaction of 4,5‐dihydro‐2‐morpholino‐ (and ‐2‐pyrrolidino)‐3‐furancarbonitriles 1a, c, d and 2a, c, d with dichlorocarbene gave 4‐(2,4‐pentadienoyl)morpholines 3a, c, d and 1‐(2,4‐pentadienoyl)pyrrolidines 4a, c, d. Similarly, the reaction of 4,5‐dihydro‐5‐methyl‐2‐morpholino‐ (and ‐2‐pyrrolidino)‐3‐furancarbonitrile 1b and 2b afforded the corresponding 4‐(2‐chloro‐3‐cyano‐2,4‐hexadienoyl)morpholine (3b) and 1‐(2‐chloro‐3‐cyano‐2,4‐hexadienoyl)pyrrolidine (4b). The starting compounds 1a–d and 2a–d were synthesized by the reaction of 2‐amino‐4,5‐dihydro‐3‐furancarbonitriles with morpholine (and pyrrolidine) in the presence of trimethylamine hydrochloride in dioxane.
📜 SIMILAR VOLUMES
## Abstract The reaction of ethyl __N__‐2‐(3‐cyano‐4,5‐dihydro‐2‐furyl)carbamate (1), 1‐cyano‐__N__‐(ethoxycarbonyl)cyclopropanecarboxamide (2), and ethyl 3‐cyano‐2‐oxo‐1‐pyrrolidinecarboxylate (3) with sodium iodide gave 3‐ethyl‐2‐oxo‐3‐pyrrolidinecarbonitrile (5). Similarly, the reaction of ethyl
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