Dimethyl Sulfoxide → N-[2-[(4-Ethoxyphenyl)sulfonyl]ethyl]-2-propanamine hydrochloride
反応式
[H-].[Na+].CS(C)=O.[CH2:7]([OH:9])[CH3:8].Cl.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][CH2:22][NH:23][CH:24]([CH3:26])[CH3:25])(=[O:20])=[O:19])=[CH:14][CH:13]=1>>[ClH:11].[CH2:7]([O:9][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][CH2:22][NH:23][CH:24]([CH3:26])[CH3:25])(=[O:19])=[O:20])=[CH:14][CH:13]=1)[CH3:8]参加物
実験手順
To a suspension of 6.6 g of a 60% dispersion of sodium hydride in oil (0.165 mole) in 300 mole of dimethyl sulfoxide was added 7.5 g (0.163 mole) of absolute ethanol. The mixture was stirred at room temperature for 0.5 hr, and 20.8 g (0.080 mole) of N-[2-(4-chlorophenylsulfonyl)ethyl]-2-propanamine hydrochloride (obtained in Preparation 23) was added as a solid. The mixture was heated at 120°-140° C. for 1 hr, and the solvent was removed in vacuo. The residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over magnesium sulfate, and the solvent removed in vacuo. The residue was dissolved in methanol, an excess of ethereal hydrogen chloride was added, and ether was added. A white solid precipitated in amount of 14.92 g (69.2%), m.p. 168°-170° C.
後処理
- temperatureThe mixture was heated at 120°-140° C. for 1 hr
- customthe solvent was removed in vacuo
- customThe residue was partitioned between methylene chloride and dilute sodium hydroxide
- dry with materialThe methylene chloride solution was dried over magnesium sulfate
- customthe solvent removed in vacuo
- dissolutionThe residue was dissolved in methanol
- additionan excess of ethereal hydrogen chloride was added
- additionether was added
- customA white solid precipitated in amount of 14.92 g (69.2%), m.p. 168°-170° C.
出典と根拠
- ORDレコード
- ord-51349f423322443eb19b7cbe24f5ddfa
- 出典データセット
- uspto-grants-1990_01
- 特許番号
- US04895840
反応ノート
読み込み中…