Tribromoborane-methyl sulfide → 2-Dipropylamino-5-hydroxy-3-methylquinazolin-4(3H)-one

HRID 598074노트

반응식

HRID 598074 반응식
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[C:5]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:17]C)[N:6]=1)[CH2:2][CH3:3].[B-](Br)(Br)(Br)[S+](C)C>ClC(Cl)C>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[C:5]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[OH:17])[N:6]=1)[CH2:20][CH3:21]

참가 물질

4

반응물 2

HCID 4181510Tribromoborane-methyl sulfideHCID 672671382-Dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-one

생성물 1

HCID 672670952-Dipropylamino-5-hydroxy-3-methylquinazolin-4(3H)-one수율 99.5%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

To a solution of 2-dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-one (130 mg, 0.449 mmol) in dichloroethane (2 ml) was added boron tribromide-methyl sulfide complex (1M solution in dichloromethane, 0.899 ml, 0.899 mmol) under nitrogen atmosphere. The mixture was refluxed for 2 h. The reaction was quenched with water and stirred for 10 min at room temperature. The aqueous phase was extracted with ether. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum to afford 123 mg (99%) of the title compound. The residue was used for the next reaction without further purification.

후처리

  1. temperatureThe mixture was refluxed for 2 h
  2. customThe reaction was quenched with water
  3. extractionThe aqueous phase was extracted with ether
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-9f27759245c344d792f12fe5e04db5dc
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897607B2

반응 노트

불러오는 중…