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

HRID 1846259노트

반응식

HRID 1846259 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
115 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-830ef948f96d4e239f8f412606d83d87
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952021B2

반응 노트

불러오는 중…