1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one → ethyl 2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethylcarbamate

HRID 437622

반응식

HRID 437622 반응식
Br[CH2:2][CH2:3][NH:4][C:5](=[O:9])[O:6][CH2:7][CH3:8].[NH:10]1[CH2:15][CH2:14][CH:13]([N:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[NH:18][C:17]2=[O:25])[CH2:12][CH2:11]1.C(=O)([O-])O.[Na+]>C(O)C>[O:25]=[C:17]1[N:16]([CH:13]2[CH2:12][CH2:11][N:10]([CH2:2][CH2:3][NH:4][C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH2:15][CH2:14]2)[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[NH:18]1

참가 물질

5

반응물 3

HCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 286694ethyl N-(2-bromoethyl)carbamateHCID 516892Sodium Bicarbonate

생성물 1

HCID 21428897ethyl 2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethylcarbamate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 12.94 parts of ethyl (2-bromoethyl)carbamate, 13.51 parts of 1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 10.1 parts of sodium hydrogen carbonate and 160 parts of ethanol is stirred and refluxed overnight. The reaction mixture is cooled, filtered over hyflo and the filtrate is evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane, 10% of methanol and one drop of ammonium hydroxide, as eluent. The pure fractions are collected and the eluent is evaporated, yielding 4.4 parts of ethyl 2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethylcarbamate as a residue.

후처리

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered over hyflo
  4. customthe filtrate is evaporated
  5. customThe residue is purified by column-chromatography over silica gel using
  6. additiona mixture of trichloromethane, 10% of methanol and one drop of ammonium hydroxide
  7. customThe pure fractions are collected
  8. customthe eluent is evaporated

출처 및 근거

ORD 기록
ord-73c8c05ebae646fc8d699fc2200a374d
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04031226

연결된 노트

불러오는 중…