Calcium Chloride → 6-Amino-1-methyl-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

HRID 856798ノート

反応式

HRID 856798 の反応式
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[S:14][CH2:15][C:16]1[N:20]([CH2:21][CH2:22][CH3:23])[CH:19]=[N:18][CH:17]=1.[Cl-].[Ca+2].[Cl-]>C(O)C>[NH2:11][C:8]1[CH:9]=[CH:10][C:5]2[N:4]=[C:3]([S:14][CH2:15][C:16]3[N:20]([CH2:21][CH2:22][CH3:23])[CH:19]=[N:18][CH:17]=3)[N:2]([CH3:1])[C:6]=2[CH:7]=1

参加物

4

反応物 2

HCID 5284359Calcium ChlorideHCID 229384591-Methyl-6-nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

生成物 1

HCID 229388936-Amino-1-methyl-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole収率 81.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

An aqueous solution of 1-methyl-6-nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole (230 mg), reduced iron (194 mg) and anhydrous calcium chloride (38.5 mg) in 85% ethanol (10 ml) was stirred for 1 day under nitrogen atmosphere at 105° C. The mixture was allowed to be at room temperature, the insolubles were filtered off, water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (ethyl acetate) to give 6-amino-1-methyl-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole (170 mg) as colorless oil.

後処理

  1. customto be at room temperature
  2. filtrationthe insolubles were filtered off
  3. additionwater was added to the mixture
  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. distillationthe solvent was distilled off under reduced pressure
  8. customThe obtained residue was purified by basic silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-b871b540f86049308b0d46d06656393e
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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