Sodium hydride → 8-[3-(3-Chlorophenyl)-2-oxo-benzimidazolin-1-yl]-caprylic acid methyl ester

HRID 355043Notes

Reaction equation

HRID 355043 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[NH:12][C:11]2=[O:19])[CH:7]=[CH:8][CH:9]=1.[CH3:20][O:21][C:22](=[O:31])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]Br>CN(C=O)C>[CH3:20][O:21][C:22](=[O:31])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:12]1[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([Cl:3])[CH:5]=2)[C:11]1=[O:19]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 11107373Methyl 8-bromooctanoateHCID 201916661-(3-Chlorophenyl)-benzimidazolin-2-one

Product 1

HCID 129611738-[3-(3-Chlorophenyl)-2-oxo-benzimidazolin-1-yl]-caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produces as described in example 1 from 1.2 g. of NaH (80% suspension in mineral oil), 9.8 g. of 1-(3-chlorophenyl)-benzimidazolin-2-one, 80 cc. of DMF, 9.5 g. of 8-bromocaprylic acid methyl ester and 1.2 g. of NaJ.

Workup

  1. customThe product is produces

Sources & evidence

ORD record
ord-7468b507969d40f5a1f52fd93840d01c
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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