2-Chloro-N,N-dimethylethylamine → 1-(beta-Dimethylaminoethyl)-N-(2-pyridyl)benzimidazole-2-carboxamide

HRID 476894

반응식

HRID 476894 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[NH:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1)=[O:9].[H-].[Na+].[CH3:21][N:22]([CH3:26])[CH2:23][CH2:24]Cl.[Cl-].[NH4+]>CS(C)=O>[CH3:21][N:22]([CH3:26])[CH2:23][CH2:24][N:14]1[C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[N:11]=[C:10]1[C:8]([NH:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[O:9]

참가 물질

6

반응물 4

HCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 30872911H-Benzimidazole-2-carboxamide, N-2-pyridinyl-

생성물 1

HCID 143712881-(beta-Dimethylaminoethyl)-N-(2-pyridyl)benzimidazole-2-carboxamide

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

N-(2-pyridyl)benzimidazole-2-carboxamide (2.0 g) prepared in Example 1 was dissolved in dry DMSO (25 ml), sodium hydride (0.35 g) was added and stirred at room temperature for 1 hr. Excess β-dimethylaminoethyl chloride was added to the mixture and allowed to react overnight at room temperature under agitation. The reaction solution was poured into aqueous saturated ammonium chloride solution and extracted with chloroform. The chloroform layer was dried over anhydrous Na2SO4 and the solvent was distilled off. Purification of the residue by column chromatography on silica gel gave the title compound (0.84 g).

후처리

  1. customto react overnight at room temperature under agitation
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform layer was dried over anhydrous Na2SO4
  4. distillationthe solvent was distilled off
  5. customPurification of the residue by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-d86dc80316844185b931bc596695868e
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886803

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