4-Nitrobenzoic Acid → N-(2,4-dimethoxyphenyl)-4-nitrobenzamide

HRID 2425

Reaction equation

HRID 2425 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:4]=1[NH2:5].[N+:12]([C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=1)([O-:14])=[O:13]>>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([C:19]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([O:10][CH3:11])=[CH:9][C:3]=2[O:2][CH3:1])=[O:20])=[CH:22][CH:23]=1)([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 61084-Nitrobenzoic AcidHCID 176522,4-Dimethoxyaniline

Product 1

HCID 710798N-(2,4-dimethoxyphenyl)-4-nitrobenzamideYield 91.3%

Procedure

Using 2,4-dimethoxyaniline (2.53 g, 16.0 mmol) and 4-nitrobenzoic acid (2.50 g, 14.8 mmol), the procedure of Reference Example 16 was repeated to obtain 3.72 g (91.3%) of the title compound in the form of yellow needle crystals.

Sources & evidence

ORD record
ord-5c35a8197eab49d69e7416ffbe7e9d87
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

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