Pyruvic Acid → 2-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

HRID 263948

反応式

HRID 263948 の反応式
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=O.[C:7]1([S:13]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([CH:25]=O)=[CH:17]2)(=[O:15])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([CH:33]=[CH:34][C:35]=1[O:36][CH3:37])[NH2:32]>CCO>[C:7]1([S:13]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([C:25]3[CH:4]=[C:2]([C:1]([OH:6])=[O:5])[C:33]4[C:31](=[CH:30][C:29]([O:28][CH3:27])=[C:35]([O:36][CH3:37])[CH:34]=4)[N:32]=3)=[CH:17]2)(=[O:15])=[O:14])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 1060Pyruvic AcidHCID 227703,4-DimethoxyanilineHCID 3633341-(Phenylsulfonyl)-3-indolecarboxaldehyde

生成物 1

HCID 187886132-(N-phenylsulfonylindol-3-yl)-4-carboxy-6,7-dimethoxyquinoline

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Pyruvic acid (0.486 ml) is added to a suspension of (2.00 g) of N-phenylsulfonyl-3-indolecarboxaldehyde in 100 ml absolute EtOH. The mixture is heated to reflux and a solution of 3,4-dimethoxyaniline (1.074 g) in 50 ml absolute EtOH is added dropwise. The reaction is then refluxed for approximately three hours and stirred at RT for 72 hours. The yellow precipitate is collected by filtration, washed with EtOH then with ether and the solid collected. This is triturated with EtOAC/EtOH and dried and used directly in the next step.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperatureThe reaction is then refluxed for approximately three hours
  4. filtrationThe yellow precipitate is collected by filtration
  5. washwashed with EtOH
  6. customwith ether and the solid collected
  7. customThis is triturated with EtOAC/EtOH
  8. customdried

出典と根拠

ORDレコード
ord-45630c572692454bb15966d2992d7478
出典データセット
uspto-grants-1997_07
特許番号
US05646153

関連ノート

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