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Potassium Carbonate → 7-Methoxy-2H-1,4-benzoxazin-3(4H)-one

HRID 279935
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HRID 279935 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[OH:14])=[O:4].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]2[NH:5][C:3](=[O:4])[CH2:2][O:14][C:7]=2[CH:8]=1
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 135065532-Chloroacetamido-5-methoxy phenol

생성물 1

HCID 116007707-Methoxy-2H-1,4-benzoxazin-3(4H)-one수율 86%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A reaction mixture was prepared from 19.6 g of N-chloroacetyl-2-hydroxy-4-methoxyaniline, 13.8 g of potassium carbonate and 500 ml of acetone. The mixture was refluxed with stirring for about 5 hours and was then cooled. Inorganic salts were separated by filtration, and the solvent removed from the filtrate in vacuo. The resulting residue was dissolved in methylenedichloride. The methylenedichloride solution was washed with saturated aqueous sodium chloride and then dried. Fourteen grams of 3,4-dihydro-7-methoxy-2H-[1,4]benzoxazin-3-one were obtained. NMR indicated complete cyclization to the lactam. Recrystallization from ethyl acetate/hexane yielded product melting at 164°-165° C.

후처리

  1. temperatureThe mixture was refluxed
  2. temperaturewas then cooled
  3. customInorganic salts were separated by filtration
  4. customthe solvent removed from the filtrate in vacuo
  5. dissolutionThe resulting residue was dissolved in methylenedichloride
  6. washThe methylenedichloride solution was washed with saturated aqueous sodium chloride
  7. customdried

출처 및 근거

ORD 기록
ord-ead9f17990414c19a2fc824a9b5f0d0c
출처 데이터셋
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04587336

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