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

HRID 414566

反応式

HRID 414566 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-27e879c29d4640c7b7574a0baa43f3ed
出典データセット
uspto-grants-1988_12
特許番号
US04792561

関連ノート

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