Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]urea

HRID 721558

반응식

HRID 721558 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1.C(N(CC)CC)C.ClC(Cl)(O[C:34](=[O:40])OC(Cl)(Cl)Cl)Cl.[CH2:42]([N:44]([C:48]1[CH:53]=[CH:52][CH:51]=[C:50]([CH3:54])[CH:49]=1)[CH2:45][CH2:46][NH2:47])[CH3:43]>C(Cl)(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:34]([NH:47][CH2:46][CH2:45][N:44]([CH2:42][CH3:43])[C:48]2[CH:53]=[CH:52][CH:51]=[C:50]([CH3:54])[CH:49]=2)=[O:40])=[CH:18][CH:17]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 879841,2-Ethanediamine, N1-ethyl-N1-(3-methylphenyl)-HCID 94429TriphosgeneHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

생성물 1

HCID 21890811N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]urea수율 82.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml) to prepare a solution. A solution of triphosgene (151 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, N1-ethyl-N1-(3-methylphenyl)-1,2-ethanediamine (91 mg) was added thereto, and the mixture was further stirred at room temperature for one hr. Water was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by concentration. The residue was purified on a column using chloroform/methanol to give the title compound (139 mg, yield 82%).

후처리

  1. stirringthe mixture was further stirred at room temperature for one hr
  2. customthe reaction
  3. extractionthe reaction solution was then extracted with chloroform
  4. concentrationfollowed by concentration
  5. customThe residue was purified on a column

출처 및 근거

ORD 기록
ord-b3bfaf34d9f74a73b904ba1ebbec2b15
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135466B2

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