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

HRID 270699노트

반응식

HRID 270699 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-3d3e0748fb0640fa9fabbadd280c587a
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449582B2

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