Water → 2-Amino-N-(4-sec-butylphenyl)benzamide

HRID 1846259ノート

反応式

HRID 1846259 の反応式
[CH:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)([CH2:3][CH3:4])[CH3:2].[C:12]12[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=1)[NH:17]C(=O)O[C:13]2=[O:14].O>CN(C=O)C>[NH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:12]=1[C:13]([NH:9][C:8]1[CH:7]=[CH:6][C:5]([CH:1]([CH2:3][CH3:4])[CH3:2])=[CH:11][CH:10]=1)=[O:14]

参加物

5

反応物 3

HCID 962WaterHCID 8359Isatoic AnhydrideHCID 121771Benzenamine, 4-(1-methylpropyl)-

生成物 1

HCID 167700372-Amino-N-(4-sec-butylphenyl)benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
115 °C

実験手順

4-sec-butyl aniline (B) (1.49 g, 10.0 mmol) was added to a solution of isatoic anhydride (A) (1.63 g, 10.0 mmol) in anhydrous DMF (40 mL) and the reaction mixture was stirred at 115° C. for 16 hours under nitrogen. It was then cooled to room temperature and poured into water (200 mL), and extracted with ethyl acetate (200 mL). The organic phase was washed with water (100 mL), 10% aqueous NaOH solution (100 mL), water (100 mL) and dried over anhydrous Na2SO4. Removal of solvent gave 2-amino-N-(4-sec-butylphenyl)benzamide (C) as a brown solid. Yield: 1.27 g (47%).

後処理

  1. temperatureIt was then cooled to room temperature
  2. extractionextracted with ethyl acetate (200 mL)
  3. washThe organic phase was washed with water (100 mL), 10% aqueous NaOH solution (100 mL), water (100 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. customRemoval of solvent

出典と根拠

ORDレコード
ord-830ef948f96d4e239f8f412606d83d87
出典データセット
uspto-grants-2015_02
特許番号
US08952021B2

反応ノート

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