Benzoyl chloride → N-(2-chloro-5-nitrophenyl)benzamide

HRID 421681Notes

Reaction equation

HRID 421681 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH2:4].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH:4][C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 226912-Chloro-5-nitroaniline

Product 1

HCID 779142N-(2-chloro-5-nitrophenyl)benzamide

Procedure

2-chloro-5-nitroaniline (Aldrich), (10.0 mmol) was used in general procedure 1 with benzoyl chloride (12.2 mmol). The product was purified by silica gel chromatography (40% EtOAc/Hex) to give N-(2-chloro-5-nitrophenyl)benzamide as a tan solid. MS (Q1) 276.1 (M)+

Workup

  1. customThe product was purified by silica gel chromatography (40% EtOAc/Hex)

Sources & evidence

ORD record
ord-1a1cadeee3a543eea92bb60c3d4e0ea0
Source dataset
uspto-grants-2012_01
Patent number
US08101610B2

Reaction notes

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