Imidazole → 6-Imidazol-1-yl-3,4-dihydro-1H-quinolin-2-one

HRID 414566

반응식

HRID 414566 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.[NH:13]1[CH:17]=[CH:16][N:15]=[CH:14]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[N:13]1([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]3)[CH:17]=[CH:16][N:15]=[CH:14]1

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 11430Potassium CarbonateHCID 143732816-Bromo-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 138852786-Imidazol-1-yl-3,4-dihydro-1H-quinolin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

A mixture of 1.0 g of 6-bromo-3,4-dihydrocarbostyril, 300 mg of imidazole, 40 mg of cuprous iodide and 600 mg of potassium carbonate in 4 ml of N,N-dimethylformamide was heated at 90° C. for 48 hours. The reaction mixture was poured into water and extracted with a mixture of 10% methanol in methylene chloride. The organic layer was dried over anhydrous sodium sulfate, the solvent removed under reduced pressure and the residue chromatographed on silica gel, eluting with 3% methanol in methylene chloride, giving 6-(imidazol-1-yl)-3,4-dihydrocarbostyril, m.p. 205°-208° C.

후처리

  1. extractionextracted with a mixture of 10% methanol in methylene chloride
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent removed under reduced pressure
  4. customthe residue chromatographed on silica gel
  5. washeluting with 3% methanol in methylene chloride

출처 및 근거

ORD 기록
ord-27e879c29d4640c7b7574a0baa43f3ed
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04792561

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