Potassium Carbonate → HCID 19592775, 화합물

HRID 613484노트

반응식

HRID 613484 반응식
[Cl:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][C:13]([CH3:17])=[CH:12]2)=[O:5].BrN1[C:28](=[O:29])[CH2:27]CC1=O.N(C(C)(CC(C)(OC)C)C#N)=NC(C)(CC([O:40]C)(C)C)C#N.BrCC1C=NC2C(C=1)=CC=CC=2NC(=O)C1C(Cl)=CC=CC=1Cl.C(=O)([O-])[O-].[K+].[K+]>ClCCl.C(Cl)(Cl)(Cl)Cl.C(OCC)(=O)C.CN(C)C=O.O.C(O)(=O)C>[C:28]([O:29][CH2:17][C:13]1[CH:14]=[N:15][C:16]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:4](=[O:5])[C:3]1[C:18]([Cl:22])=[CH:19][CH:20]=[CH:21][C:2]=1[Cl:1])(=[O:40])[CH3:27]

참가 물질

12

반응물 5

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 858672,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile)HCID 195923883-Bromomethyl-8-(2,6-dichlorobenzoylamino)quinolineHCID 195927078-(2,6-Dichlorobenzoylamino)-3-methylquinoline

생성물 1

HCID 19592775HCID 19592775, 화합물수율 379.7%

시약·촉매·용매 6

HCID 176Acetic Acid용매HCID 962Water용매HCID 5943Carbon Tetrachloride용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 8-(2,6-dichlorobenzoylamino)-3-methylquinoline (108 mg), N-bromosuccinimide (69.6 mg) and 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile) (10.1 mg) in dichloromethane and carbon tetrachloride was refluxed for 2 hours. After cooling, the mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo to give a residue containing 3-bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline. The residue was dissolved in dimethylformamide, and acetic acid (27.5 mg) and potassium carbonate (63.2 mg) were added thereto. After stirring for 3 hours at ambient temperature, the mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate-dichloromethane) to give 3-acetoxymethyl-8-(2,6-dichlorobenzoylamino)quinoline (48.4 mg).

후처리

  1. temperaturewas refluxed for 2 hours
  2. temperatureAfter cooling
  3. washwashed with water, saturated sodium bicarbonate solution and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customto give a residue
  7. extractionextracted with ethyl acetate
  8. washThe organic layer was washed with brine
  9. dry with materialdried over magnesium sulfate
  10. customevaporated in vacuo
  11. customThe residue was purified by column chromatography on silica gel (ethyl acetate-dichloromethane)

출처 및 근거

ORD 기록
ord-725aa1605c534dd2b48cacc246144f71
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008230

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