2,4-Difluorobenzoyl chloride → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-difluorobenzoyl)thiourea

HRID 721954ノート

反応式

HRID 721954 の反応式
FC1C=C(F)C=CC=1C(Cl)=O.[Cl:12][C:13]1[CH:19]=[C:18]([O:20][C:21]2[C:30]3[C:25](=[CH:26][C:27]([O:33][CH3:34])=[C:28]([O:31][CH3:32])[CH:29]=3)[N:24]=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:14]=1[NH2:15].[F:35][C:36]1[CH:41]=[C:40]([F:42])[CH:39]=[CH:38][C:37]=1[C:43]([N:45]=[C:46]=[S:47])=[O:44]>C1(C)C=CC=CC=1.C(O)C>[F:35][C:36]1[CH:41]=[C:40]([F:42])[CH:39]=[CH:38][C:37]=1[C:43]([N:45]=[C:46]=[S:47])=[O:44].[Cl:12][C:13]1[CH:19]=[C:18]([O:20][C:21]2[C:30]3[C:25](=[CH:26][C:27]([O:33][CH3:34])=[C:28]([O:31][CH3:32])[CH:29]=3)[N:24]=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:14]=1[NH:15][C:46]([NH:45][C:43](=[O:44])[C:37]1[CH:38]=[CH:39][C:40]([F:42])=[CH:41][C:36]=1[F:35])=[S:47]

参加物

7

反応物 3

HCID 5880812,4-Difluorobenzoyl chlorideHCID 112212234-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-chloroanilineHCID 137152842,4-Difluorobenzoyl isothiocyanate

生成物 2

HCID 137152842,4-Difluorobenzoyl isothiocyanateHCID 21890326N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-difluorobenzoyl)thiourea収率 53%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 1140Toluene溶媒

実験手順

2,4-Difluoro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 2,4-difluoro-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 2,4-difluoro-1-benzenecarbonyl isothiocyanate in ethanol (1 ml) was then 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 (42 mg, yield 53%).

後処理

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-6ae78d93b351402a86a0028ab3cb1882
出典データセット
uspto-grants-2006_11
特許番号
US07135466B2

反応ノート

読み込み中…