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Arenesulfonylheterocycles (I): Synthesis and reactions of 2-benzenesulfonyl-4,5-dichloropyridazin-3-ones with amines
✍ Scribed by Deok-Heon Kweon; Ho-Kyun Kim; Jeum-Jong Kim; Hyun A. Chung; Yong-Jin Yoon; Woo Song Lee; Sung-Kyu Kim
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2002
- Tongue
- English
- Weight
- 78 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The direct sulfonylation of 4,5‐dichloropyridazin‐3‐ones with some benzenesulfonyl chlorides in the presence of base in tetrahydrofuran gave only the corresponding N‐sulfonylated product. The reaction of 2‐benzenesulfonyl‐4,5‐dichloropyridazin‐3‐ones with some aliphatic amines under neutral conditions afforded 5‐alkylamino‐2‐benzenesulfonyl‐4‐chloropyridazin‐3‐ones and/or the corresponding N‐alkyl‐benzenesulfonamides.
📜 SIMILAR VOLUMES
## Abstract 1,2,4‐Triazin‐5(2__H__)‐ones 1 react as well with phenols, resorinol and its dimethyl ethers, as with dimethyland diethylaniline, yielding 6‐aryl‐1,6‐didydro‐1,2,4‐triazin‐5(2__H__)‐ones 2, 4–8, 12–15. Oxidation of the 1,6‐dihydroadducts 2a,b gives the corresponding 3‐aryl‐6‐hydroxyphen