Methylamine → 4-fluoro-N-methylbenzene-1-sulfonamide

HRID 496595

反応式

HRID 496595 の反応式
CN.[CH2:3]([N:5](CC)CC)C.[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>O1CCCC1.C(Cl)Cl>[CH3:3][NH:5][S:17]([C:14]1[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=1)(=[O:19])=[O:18]

参加物

6

反応物 3

HCID 6329MethylamineHCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chloride

生成物 1

HCID 24400544-fluoro-N-methylbenzene-1-sulfonamide収率 95.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 125 ml of methylamine (0.25 molar) in tetrahydrofuran and 13.9 ml (0.10 mol) of triethylamine was chilled in an ice bath. To this chilled solution was added dropwise 19.4 g (0.10 mol) of 4-fluorobenzenesulfonyl chloride in 150 ml of CH2Cl2 was added and the mixture refluxed for 2 hours and then stirred overnight at room temperature. The mixture was with CH2Cl2, washed with H2O, 2N citric acid, brine and dried (Na2SO4). The solution was filtered through a pad of hydrous magnesium silicate and the filtrate concentrated to dryness under vacuum to give 18.0 g of white solid, mp 67-70° C.

後処理

  1. temperaturewas chilled in an ice bath
  2. additionwas added
  3. temperaturethe mixture refluxed for 2 hours
  4. washwashed with H2O, 2N citric acid, brine
  5. dry with materialdried (Na2SO4)
  6. filtrationThe solution was filtered through a pad of hydrous magnesium silicate
  7. concentrationthe filtrate concentrated to dryness under vacuum

出典と根拠

ORDレコード
ord-76b8047aab694b01b80a5d6ed2ffd4d9
出典データセット
uspto-grants-2005_09
特許番号
US06946473B2

関連ノート

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