Salicylamide → 2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

HRID 726564

반응식

HRID 726564 반응식
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[C:11]1(C)[CH:16]=CC(S(O)(=O)=O)=C[CH:12]=1>COC(OC)(C)C>[CH3:12][C:11]1([CH3:16])[NH:10][C:1](=[O:9])[C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[O:4]1

참가 물질

4

반응물 2

HCID 5147SalicylamideHCID 6101p-Toluenesulfonic acid

생성물 1

HCID 7174282,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

시약·촉매·용매 1

HCID 64952,2-Dimethoxypropane용매

실험 절차

6.86 g (50 mmol) of salicylamide was suspended in 100 ml of acetone dimethylacetal. After the addition of 2.85 g (15 mmol) of p-toluenesulfonic acid, the mixture was heated to reflux for two hours. The resulting reaction mixture was evaporated under reduced pressure. After the addition of ethyl acetate, the solvent was washed twice with a saturated aqueous solution of sodium hydrogen carbonate and once with brine. The ethyl acetate layer was dried over anhydrous sodium sulfate and the solvent was removed by evaporation under reduced pressure, to obtain 8.94 g (quantitative) of the title compound as light yellow needle-like crystals.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for two hours
  3. customThe resulting reaction mixture
  4. customwas evaporated under reduced pressure
  5. additionAfter the addition of ethyl acetate
  6. washthe solvent was washed twice with a saturated aqueous solution of sodium hydrogen carbonate and once with brine
  7. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  8. customthe solvent was removed by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-c2af07350a1146e78187960312e477d6
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05710152

연결된 노트

불러오는 중…