Sodium hydride → 7-[3-(3-Chlorophenyl)-2-oxo-benzimidazolin-1-yl]-enanthic ethyl ester

HRID 355042Notes

Reaction equation

HRID 355042 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.[CH2:20]([O:22][C:23](=[O:31])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]Cl)[CH3:21]>CN(C=O)C>[CH2:20]([O:22][C:23](=[O:31])[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])[CH3:21]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 529988Ethyl 7-chloroheptanoateHCID 201916661-(3-Chlorophenyl)-benzimidazolin-2-one

Product 1

HCID 205069447-[3-(3-Chlorophenyl)-2-oxo-benzimidazolin-1-yl]-enanthic ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produced 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 (produced in usual manners by subjecting N-(3-chlorophenyl)-o-phenylene diamine to reaction of phosgene), 80 cc. of DMF, 7.7 g. of 7-chloroenanthic acid ethyl ester and 1.2 g. of NaJ.

Workup

  1. customThe product is produced

Sources & evidence

ORD record
ord-e9c878b2428847d899354acc8b732023
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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