Dibutylamine → Urea, N'-(4-acetylphenyl)-N,N-dibutyl-

HRID 582805노트

반응식

HRID 582805 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:19])OC2C=CC=CC=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH2:20]([NH:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH3:23].CCOC(C)=O>CS(C)=O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11](=[O:19])[N:24]([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:20][CH2:21][CH2:22][CH3:23])=[CH:8][CH:9]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 8148DibutylamineHCID 8857Ethyl AcetateHCID 806009phenyl N-(4-acetylphenyl)carbamate

생성물 1

HCID 10968248Urea, N'-(4-acetylphenyl)-N,N-dibutyl-수율 96.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

In a dry 100 mL flask equipped with an N2 inlet adapter, a rubber septum and a magnetic stirring bar, was placed phenyl N-(4-acetylphenyl)carbamate (6.38 g, 25 mmol) in DMSO (50 mL). Dibutylamine (4.42 mL, 26.25 mmol) was slowly added to the mixture. The resulting solution was stirred at room temperature for 15 min, after which time EtOAc (250 mL) was added to the reaction mixture. The latter was washed successively with H2O (2×50 mL), aqueous 1N HCl (100 mL), H2O (100 mL), aqueous 1N NaOH (100 mL) and brine (100 mL), dried (MgSO4) and concentrated under reduced pressure to give a crude solid. The solid was triturated with Et2O/hexane to yield 6.98 g (96% yield) of the title compound as a white solid.

후처리

  1. customIn a dry 100 mL flask equipped with an N2 inlet adapter
  2. washThe latter was washed successively with H2O (2×50 mL), aqueous 1N HCl (100 mL), H2O (100 mL), aqueous 1N NaOH (100 mL) and brine (100 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. customto give a crude solid
  6. customThe solid was triturated with Et2O/hexane

출처 및 근거

ORD 기록
ord-4ea55f42a07947f08930a01ae63519a7
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925762

반응 노트

불러오는 중…