Dimethyl Sulfoxide → toluene-4-sulfonic acid 4-[6-(3,4-dimethyl-phenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethyl-phenyl ester
反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[NH2:19])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH3:15])[CH:9]=1)=[O:6].[CH3:20][C:21]1[CH:28]=[C:27]([O:29]CC(=O)N2CCCC2)[CH:26]=[C:25]([CH3:38])[C:22]=1[CH:23]=O.[OH2:39].C[S:41]([CH3:43])=[O:42]>>[CH3:15][C:10]1[CH:9]=[C:8]([NH:7][C:5]([C:4]2[CH:16]=[CH:17][C:18]3[N:19]=[C:23]([C:22]4[C:25]([CH3:38])=[CH:26][C:27]([O:29][S:41]([C:43]5[CH:17]=[CH:16][C:4]([CH3:5])=[CH:3][CH:2]=5)(=[O:39])=[O:42])=[CH:28][C:21]=4[CH3:20])[NH:1][C:2]=3[CH:3]=2)=[O:6])[CH:13]=[CH:12][C:11]=1[CH3:14]参加物
5
実験手順
To a solution of 3,4-diamino-N-(3,4-dimethyl-phenyl)-benzamide (102 mg) in DMSO (2 mL) were added 2,6-dimethyl-4-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-benzaldehyde (116 mg) and FeCl3 (1.2 mL in 0.02M THF solution). The mixture was stirred in open air at ambient temperature overnight. The mixture was then diluted by water and extracted with EtOAc. The extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (SiO2, EtOAc:Hexane=20:80 to 80:10) to give toluene-4-sulfonic acid 4-[6-(3,4-dimethyl-phenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethyl-phenyl ester: MS (m/z) 540 (M+1).
後処理
- extractionextracted with EtOAc
- dry with materialThe extracts were dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe crude product was purified by column chromatography (SiO2, EtOAc:Hexane=20:80 to 80:10)
出典と根拠
- ORDレコード
- ord-2b8a05fa91534d4ea23c603c5e333622
- 出典データセット
- uspto-grants-2012_07
- 特許番号
- US08222248B2
反応ノート
読み込み中…