Sodium Hydroxide → 5-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

HRID 856741ノート

反応式

HRID 856741 の反応式
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].Cl.Cl[CH2:18][C:19]1[N:23]([CH2:24][CH2:25][CH3:26])[CH:22]=[N:21][CH:20]=1>C(O)C>[N+:11]([C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([S:1][CH2:18][C:19]3[N:23]([CH2:24][CH2:25][CH3:26])[CH:22]=[N:21][CH:20]=3)[NH:3][C:4]=2[CH:10]=1)([O-:13])=[O:12]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 229386165-(chloromethyl)-1-propyl-1H-imidazole hydrochlorideHCID 178526473HCID 178526473、化合物

生成物 1

HCID 229387045-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole収率 49.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-mercapto-5-nitrobenzimidazole (2.0 g) was dissolved in ethanol (20 ml), 3N sodium hydroxide (8.2 ml) was added to the mixture, 5-chloromethyl-1-propylimidazole hydrochloride (2.2 g) was added to the mixture, and the mixture was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, and to the obtained residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 5-nitro-2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole (1.6 g).

後処理

  1. additionwas added to the mixture
  2. customThe solvent was removed under reduced pressure
  3. additionto the obtained residue was added water
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-18636e1d77a449fe838c293fca58ea79
出典データセット
uspto-grants-2007_08
特許番号
US07262185B2

反応ノート

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