Potassium Carbonate → HCID 178515185、化合物

HRID 341061

反応式

HRID 341061 の反応式
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=[C:3]1[C:12]([O:14]CC)=O.P(Cl)(Cl)(Cl)=O.[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][NH2:30].C(=O)([O-])[O-].[K+].[K+]>O.C(OCC)(=O)C>[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[C:12](=[O:14])[C:3]2=[CH:4][NH:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=3[C:2]2=[N:30]1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 220876Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 4238442-Fluorophenylhydrazine hydrochloride

生成物 1

HCID 178515185HCID 178515185、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate (3.8 g, 17 mmol) was dissolved in phosphorus oxychloride (25 mL, 0.26 mol, 15 equiv) and stirred at ambient temperature for 14 hours. The mixture was concentrated in vacuo and the residue was concentrated from toluene (3×25 mL). The resulting residue was dissolved in 1,2-dimethoxyethane (60 mL) and degassed N,N-dimethylformamide (10 mL) and treated with 2-fluorophenylhydrazine (4.4 g, 35 mmol, 2 equiv) and potassium carbonate (12 g, 87 mmol, 5 equiv). The mixture was placed into a preheated oil bath at 80° C. for 14 hours. The mixture was cooled to ambient temperature, diluted with water (100 mL) and ethyl acetate (100 mL) and filtered. The solid was collected and dried in vacuo, providing the titled compound as a yellow solid.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. concentrationthe residue was concentrated from toluene (3×25 mL)
  3. dissolutionThe resulting residue was dissolved in 1,2-dimethoxyethane (60 mL)
  4. customdegassed N,N-dimethylformamide (10 mL)
  5. waitThe mixture was placed into a preheated oil bath at 80° C. for 14 hours
  6. temperatureThe mixture was cooled to ambient temperature
  7. filtrationfiltered
  8. customThe solid was collected
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-2fb7e142bd944a25baabe0eeeb5d94ca
出典データセット
uspto-grants-2014_11
特許番号
US08895580B2

関連ノート

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