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

HRID 721850

반응식

HRID 721850 반응식
S(Cl)(Cl)=O.CC(CCCC)C(O)=O.CC(CCCC)C(Cl)=O.[CH3:23][CH:24]([CH2:30][CH2:31][CH2:32][CH3:33])[C:25]([N:27]=[C:28]=[S:29])=[O:26].[CH3:34][O:35][C:36]1[CH:37]=[C:38]2[C:43](=[CH:44][C:45]=1[O:46][CH3:47])[N:42]=[CH:41][CH:40]=[C:39]2[O:48][C:49]1[CH:55]=[CH:54][C:52]([NH2:53])=[CH:51][CH:50]=1>C(O)C.C1(C)C=CC=CC=1>[CH3:34][O:35][C:36]1[CH:37]=[C:38]2[C:43](=[CH:44][C:45]=1[O:46][CH3:47])[N:42]=[CH:41][CH:40]=[C:39]2[O:48][C:49]1[CH:50]=[CH:51][C:52]([NH:53][C:28]([NH:27][C:25](=[O:26])[CH:24]([CH3:23])[CH2:30][CH2:31][CH2:32][CH3:33])=[S:29])=[CH:54][CH:55]=1

참가 물질

8

반응물 5

HCID 206532-Methylhexanoic AcidHCID 24386Thionyl ChlorideHCID 34585432-methylhexanoyl ChlorideHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 218907272-Methylhexanoyl isothiocyanate

생성물 1

HCID 21890978N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2-methylhexanoyl)thiourea수율 68%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 1140Toluene용매2회

반응 조건

온도
100 °C

실험 절차

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 2-methylhexanoic acid (80 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 2-methylhexanoyl isothiocyanate was prepared using the resultant 2-methylhexanoyl chloride as a starting compound according to the description of the literature. 2-Methylhexanoyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (50 mg), toluene (5 ml), and ethanol (1 ml) were added to the solution, and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (54 mg, yield 68%).

후처리

  1. customThe solvent was removed by distillation, and 2-methylhexanoyl isothiocyanate
  2. customwas prepared
  3. customto prepare a solution
  4. concentrationThe reaction solution was concentrated
  5. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-3b19a9eb7505429ea0122b6443f4f411
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135466B2

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