Dimethyl Sulfoxide → 4-[(3-Bromophenyl)amino]-6,7-diethoxyquinoline-3-carbonitrile

HRID 612012노트

반응식

HRID 612012 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15](O)=[C:16]([OH:19])[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:21]#[N:22])[CH:5]=[CH:6][CH:7]=1.[CH2:23](I)[CH3:24].[C:26](=[O:29])([O-])[O-].[K+].[K+].[CH3:32]S(C)=O>>[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:29][CH2:26][CH3:32])=[C:16]([O:19][CH2:23][CH3:24])[CH:17]=3)[N:12]=[CH:11][C:10]=2[C:21]#[N:22])[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 4

HCID 679Dimethyl SulfoxideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 1354028484-(3-Bromophenylamino)-6,7-dihydroxy-3-quinolinecarbonitrile

생성물 1

HCID 53288384-[(3-Bromophenyl)amino]-6,7-diethoxyquinoline-3-carbonitrile

실험 절차

A mixture of 0.36 g of 4-[(3-bromophenyl)amino]-6,7-dihydroxy-3-quinolinecarbonitrile, 0.32 ml of ethyl iodide and 0.55 g of potassium carbonate in 4 ml of dimethylsulfoxide was stirred for 3 hours in an oil bath with heating. Most of the solvent was removed at reduced pressure. The mixture was mixed with ethyl acetate and water. The organic layer was washed with water and dried over magnesium sulfate. Solvent was removed to give 0.23 g of 4-[(3-bromophenyl)amino]-6,7-diethoxy-3-quinolinecarbonitrile which after recrystallization from ethyl acetate gave mp=173-175° C.

후처리

  1. temperaturewith heating
  2. customMost of the solvent was removed at reduced pressure
  3. additionThe mixture was mixed with ethyl acetate and water
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customSolvent was removed

출처 및 근거

ORD 기록
ord-f00f6776575e4bb487d25cb3ac4a58e8
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06002008

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