Water → N-(2-indanyl)-4-(N-acetyl-N-methylamino)benzenesulfonamide

HRID 1377019

反応式

HRID 1377019 の反応式
Cl.[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH2:11].[C:12]([N:15]([C:17]1[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1)[CH3:16])(=[O:14])[CH3:13].C([O-])(=O)C.[Na+].O>C(O)C>[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH:11][S:23]([C:20]1[CH:19]=[CH:18][C:17]([N:15]([C:12](=[O:14])[CH3:13])[CH3:16])=[CH:22][CH:21]=1)(=[O:25])=[O:24]

参加物

6

反応物 4

HCID 962WaterHCID 1227642-Aminoindan hydrochlorideHCID 2931464-(N-methylacetamido)benzene-1-sulfonyl chlorideHCID 517045Sodium Acetate

生成物 1

HCID 22918947N-(2-indanyl)-4-(N-acetyl-N-methylamino)benzenesulfonamide収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Indanylamine hydrochloride (9.68 g, 57.1 mmol) was added to a suspension of the 4-(N-acetyl-N-methylamino)benzenesulfonyl chloride (12.84 g, 51.9 mmol) prepared in Preparative Example 12 and sodium acetate (18.73 g) in ethanol (100 ml). The obtained mixture was stirred at room temperature for 3 hours, followed by the addition of water. The obtained mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of common salt, dried over magnesium sulfate, and concentrated to give N-(2-indanyl)-4-(N-acetyl-N-methylamino)benzenesulfonamide as a white crystal (16.92 g, 95%). Ethanol (80 ml) and 1N aqueous sodium hydroxide (80 ml) were added to the white crystal. The obtained mixture was heated under reflux overnight, acidified with 1N aqueous hydrochloric acid, adjusted to pH 8 with sodium hydrogencarbonate and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to precipitate a crystal. This crystal was recovered by filtration and washed with ether to give the title compound as a white crystal (6.79 g, 46%). m.p. (°C.): 136 to 137

後処理

  1. extractionThe obtained mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous solution of common salt, dried over magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-cf7f869fecbe45248a22bc5a8a31585d
出典データセット
uspto-grants-1997_09
特許番号
US05663414

関連ノート

読み込み中…