2-Chlorobenzyl chloride → 8-[3-(2-Chlorobenzyl)-2-oxo-benzimidazolin-1-yl]-caprylic acid methyl ester

HRID 355045Notes

Reaction equation

HRID 355045 reaction equation
[H-].[Na+].[CH3:3][O:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[NH:15][C:14]1=[O:22].[Cl:24][C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH2:27]Cl>CN(C=O)C>[CH3:3][O:4][C:5](=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[N:15]([CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=2[Cl:24])[C:14]1=[O:22]

Participants

5

Reactant 3

HCID 119062-Chlorobenzyl chlorideHCID 24758Sodium hydrideHCID 129611718-(2-Oxobenzimidazolin-1-yl)-caprylic acid methyl ester

Product 1

HCID 540644108-[3-(2-Chlorobenzyl)-2-oxo-benzimidazolin-1-yl]-caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produced as described in example 1 from 0.72 g. of NaH (80% suspension in mineral oil), 7 g. of 8-(2-oxobenzimidazolin-1-yl)-caprylic acid methyl ester, 100 cc. of DMF, 3.9 g. of 2-chlorobenzylchloride and 0.72 g. of NaJ. Eluant of chromatographic purification: hexane/ethylacetate.

Workup

  1. customThe product is produced
  2. customEluant of chromatographic purification

Sources & evidence

ORD record
ord-c465750989714257a4b49b795dd72db4
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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