Synthesis of new 6-(4-chlorophenyl)perhydro-1,3-diazepine-2,4-diones via ureidobutyric acids
✍ Scribed by Jean Guillon; Pascal Sonnet; Patrick Dallemagne; Hugues Miel; Sylvain Rault; Martine Daoust; Michel Boulouard
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 371 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Synthesis of new 6‐(4‐chlorophenyl)perhydro‐1,3‐diazepine‐2,4‐diones was accomplished starting from 4‐amino‐3‐(4‐chlorophenyl)butyric acid (Baclofen). The chemical pathway involved the cyclisation of various 3‐(4‐chlorophenyl)‐4‐ureidobutyric acids. However, none of the new derivatives retained the anticonvulsant activity of their six‐membered ring homologues, belonging to the phenylpyrimidinedione series which we recently described.
📜 SIMILAR VOLUMES
## Abstract The structures of the previously reported aryl‐perhydro‐1,3‐diazepine‐2,4‐diones are shown to be pyrro‐lidinone carboxamide derivatives by nmr spectroscopy.
A facile approach to pyrazolo [4,3-e][1,4] diazepin-5,8-diones andpyrazolo[4,3-e]pyrrolo[1,2-a][1,4]diazepin-5,10-diones is reported. Strategy involved the utility of α-amino acid as a three-atom segment in the construction of diazepine skeleton on the preformed pyrazole ring.