Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2-diethylaminopropyl)thiourea

HRID 721498

반응식

HRID 721498 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.[CH2:23](N(CC)CC)C.[C:30](Cl)(Cl)=[S:31].[CH2:34]([N:36]([CH2:41][CH3:42])[CH2:37][CH:38]([NH2:40])C)[CH3:35]>CN(C)C=O.C(OCC)(=O)C>[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:30]([NH:40][CH2:38][CH:37]([N:36]([CH2:34][CH3:35])[CH2:41][CH3:42])[CH3:23])=[S:31])=[CH:18][CH:17]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 16643481(2-Aminopropyl)diethylamine

생성물 1

HCID 21890370N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2-diethylaminopropyl)thiourea

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in N,N-dimethylformamide (2 ml) and triethylamine (1 ml) to prepare a solution. Thiophosgene (51 mg) was then added to the solution, and the mixture was stirred at room temperature for 6 hr. Next, N,N-diethylpropylenediamine (50 mg) was added thereto, and the mixture was further stirred at room temperature for 14 hr. Ethyl acetate was added to the reaction solution, followed by washing with water and saturated brine in that order. The organic layer was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by HPLC using chloroform/methanol for development to give the title compound (25 mg, yield %).

후처리

  1. stirringthe mixture was further stirred at room temperature for 14 hr
  2. washby washing with water and saturated brine in that order
  3. dry with materialThe organic layer was then dried over anhydrous sodium sulfate
  4. customThe solvent was removed by distillation under the reduced pressure
  5. customthe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-6464900ee49a4b6caef9412bed6f0731
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135466B2

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