Acetyl chloride → N-{4-[(4-fluorophenyl)sulfanyl]phenyl}acetamide

HRID 371515ノート

反応式

HRID 371515 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24]>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:23](=[O:25])[CH3:24])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 27747404-[(4-Fluorophenyl)sulfanyl]aniline

生成物 1

HCID 1486273N-{4-[(4-fluorophenyl)sulfanyl]phenyl}acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A 2.19 g portion of this amine was dissolved in 50 ml of dichloromethane, cooled in an ice bath and treated with 1.52 g of triethylamine. The mixture was then treated dropwise with a solution of 1.18 g of acetyl chloride in 20 ml of dichloromethane over 20 minutes. This mixture was stirred at room temperature overnight, then the solution was washed successively with water, saturated aqueous sodium bicarbonate, water and brine, dried over magnesium sulfate, filtered and concentrated to dryness. The residue was recrystallized from methanol-water, giving 2.26 g of the desired product as colorless crystals, mp 140°-141° C.

後処理

  1. temperaturecooled in an ice bath
  2. washthe solution was washed successively with water, saturated aqueous sodium bicarbonate, water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customThe residue was recrystallized from methanol-water

出典と根拠

ORDレコード
ord-c8aa9d73a50f496f9dc880b3e551b0e3
出典データセット
uspto-grants-1985_07
特許番号
US04532349

反応ノート

読み込み中…