Triethylamine → 5-Bromo-3,4-dihydro-3-methylquinazolin-2(1H)-one

HRID 459791노트

반응식

HRID 459791 반응식
[Br:1][C:2]1[C:3]([CH2:9][NH:10][CH3:11])=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.CCN(CC)CC.ClC(Cl)(O[C:23](=[O:29])OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[CH2:9][N:10]([CH3:11])[C:23](=[O:29])[NH:8]2

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 184444723-Bromo-2-methylaminomethyl-phenylamine

생성물 1

HCID 184445245-Bromo-3,4-dihydro-3-methylquinazolin-2(1H)-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-bromo-2-methylaminomethyl-phenylamine (1.153 g, 5.36 mmol) in CH2Cl2 (50 ml) was added NEt3 (1.5 ml, 10.76 mmol), triphosgen (555 mg, 1.87 mmol) at 0° C. The reaction was allowed to warm up to room temperature and stirred overnight. After the solvent was removed by using a rotary evaporator, the residue was partitioned between water and ethyl acetate. The organic layer was washed by H2O and brine. After drying over MgSO4, the organic fraction was concentrated in vacuo and resulting brown residue was purified by flash chromatography to give 5-bromo-3-methyl-3,4-dihydro-1H-quinazolin-2-one as white solid. (650 mg, 50%) MS: (M+H)+241.1.

후처리

  1. customAfter the solvent was removed
  2. customa rotary evaporator
  3. customthe residue was partitioned between water and ethyl acetate
  4. washThe organic layer was washed by H2O and brine
  5. dry with materialAfter drying over MgSO4
  6. concentrationthe organic fraction was concentrated in vacuo
  7. customresulting brown residue
  8. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-ef3d47313db143598ad2f5c41dde1193
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196087B2

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