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

反応式

HRID 437622 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-73c8c05ebae646fc8d699fc2200a374d
出典データセット
uspto-grants-1977_06
特許番号
US04031226

関連ノート

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