2-Chloro-5-nitroaniline → 3-chloro-N-(2-chloro-5-nitrophenyl)benzamide

HRID 421709

Reaction equation

HRID 421709 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].[Cl:12][C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16](Cl)=[O:17]>>[Cl:12][C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16]([NH:4][C:3]1[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:2]=1[Cl:1])=[O:17]

Participants

3

Reactant 2

HCID 226912-Chloro-5-nitroanilineHCID 69252Benzoyl chloride, 3-chloro-

Product 1

HCID 8710953-chloro-N-(2-chloro-5-nitrophenyl)benzamide

Procedure

2-chloro-5-nitroaniline (Aldrich, 25.7 mmol) was used in general procedure 1 with 3-chlorobenzoyl chloride (26.5 mmol). The product was purified by silica gel chromatography (40% EtOAc/Hex) to give 3-chloro-N-(2-chloro-5-nitrophenyl)benzamide as a brown solid. MS (Q1) 294.0 (M)+

Workup

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

Sources & evidence

ORD record
ord-9144608349354df5b1026a8265d1d3cb
Source dataset
uspto-grants-2012_01
Patent number
US08101610B2

Linked notes

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