Sodium Carbonate → 3-(2,6-dichloro-3-nitro-phenyl)-1H-quinolin-2-one

HRID 270699

反応式

HRID 270699 の反応式
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[CH2:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH:22]=O)=[O:14].C([O-])([O-])=O.[Na+].[Na+]>CO>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[C:12]1[C:13](=[O:14])[NH:15][C:16]2[C:17]([CH:22]=1)=[CH:18][CH:19]=[CH:20][CH:21]=2

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 598338822-(2,6-dichloro-3-nitro-phenyl)-N-(2-formyl-phenyl)-acetamide

生成物 1

HCID 598339333-(2,6-dichloro-3-nitro-phenyl)-1H-quinolin-2-one収率 43.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 2-(2,6-dichloro-3-nitro-phenyl)-N-(2-formyl-phenyl)-acetamide (0.7 g, 1.99 mmol) and Na2CO3 (1.0 g) in MeOH (150 mL) is heated for 30 minutes at 70° C. After filtration of the reaction mixture, the solvent is removed by concentration to give crude product. The crude product is purified by flash silica gel column, eluting with CH2Cl2 (100%) gradient to CH2Cl2/MeOH (2N NH3) (97/3%), resulting in the titled intermediate as a solid (0.288 g, 41.3%).

後処理

  1. filtrationAfter filtration of the reaction mixture
  2. customthe solvent is removed by concentration
  3. customto give crude product
  4. customThe crude product is purified by flash silica gel column
  5. washeluting with CH2Cl2 (100%) gradient to CH2Cl2/MeOH (2N NH3) (97/3%)

出典と根拠

ORDレコード
ord-3d3e0748fb0640fa9fabbadd280c587a
出典データセット
uspto-grants-2008_11
特許番号
US07449582B2

関連ノート

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