m-Toluidine → Ethyl 7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 393935

反応式

HRID 393935 の反応式
C(O[CH2:4][CH:5]([C:11]([O:13]CC)=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[CH:18]=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:13][C:11]1[C:22]2[C:17](=[CH:18][C:19]([CH3:23])=[CH:20][CH:21]=2)[N:16]=[CH:4][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

参加物

4

反応条件

温度
100 °C

実験手順

Diethyl ethoxymethylmalonate (37.8 mL, 187 mmol) and m-toluidine (20.0 mL, 187 mmol) were combined and heated at 100° C. for about 3 hours. The reaction mixture was allowed to cool to ambient temperature and it solidified. Dowtherm A (350 mL) was added and the reaction mixture was heated at reflux for about 30 minutes. The reaction mixture was allowed to cool to ambient temperature. The resulting precipitate was isolated by filtration, rinsed with acetone and dried to provide 33 g of ethyl 4-hydroxy-7-methyl-3-quinolinecarboxylate as a tan powder.

後処理

  1. temperatureto cool to ambient temperature
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux for about 30 minutes
  4. temperatureto cool to ambient temperature
  5. customThe resulting precipitate was isolated by filtration
  6. washrinsed with acetone
  7. customdried

出典と根拠

ORDレコード
ord-409dc54188c142688eb537344e936c84
出典データセット
uspto-grants-2004_10
特許番号
US06809203B2

関連ノート

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