Calcium Chloride → 2-[[(1-Propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine

HRID 856742노트

반응식

HRID 856742 반응식
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]2[N:8]=[C:9]([S:11][CH2:12][C:13]3[N:17]([CH2:18][CH2:19][CH3:20])[CH:16]=[N:15][CH:14]=3)[NH:10][C:6]=2[CH:5]=1)([O-])=O.[Cl-].[Ca+2].[Cl-]>C(O)C>[CH2:18]([N:17]1[C:13]([CH2:12][S:11][C:9]2[NH:10][C:6]3[CH:5]=[C:4]([NH2:1])[CH:22]=[CH:21][C:7]=3[N:8]=2)=[CH:14][N:15]=[CH:16]1)[CH2:19][CH3:20]

참가 물질

4

반응물 2

HCID 5284359Calcium ChlorideHCID 229387045-Nitro-2-(((1-propylimidazol-5-yl)methyl)sulfanyl)benzimidazole

생성물 1

HCID 695227092-[[(1-Propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine수율 32.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

5-nitro-2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole (1.6 g) was dissolved in 85% ethanol (48 ml), calcium chloride (0.28 g) and reduced iron (1.41 g) were added to the mixture, and the mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was filtered with Celite, and washed with ethyl acetate. The solvent was removed under reduced pressure, and water was added to the obtained residue, 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 2-[[(1-propylimidazol-5-yl)methyl]thio]benzimidazole-5-amine (0.47 g).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationthe mixture was filtered with Celite
  4. washwashed with ethyl acetate
  5. customThe solvent was removed under reduced pressure, and water
  6. additionwas added to the obtained residue
  7. extractionthe mixture was extracted with ethyl acetate
  8. washThe organic layer was washed with saturated brine
  9. dry with materialdried over magnesium sulfate
  10. customThe solvent was removed under reduced pressure
  11. customthe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-881a4826b68b4136984cdedfa9011e0d
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262185B2

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