4-Nitrobenzoic Acid → Benzamide, 4-nitro-N-(3-nitrophenyl)-

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([O-:3])=[O:2].[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[CH:16][CH:15]=1)([O-:13])=[O:12]>>[N+:11]([C:14]1[CH:15]=[CH:16][C:17]([C:18]([NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:19])=[CH:21][CH:22]=1)([O-:13])=[O:12]

Participants

Reactant 2

HCID 61084-Nitrobenzoic Acid

HCID 74233-Nitroaniline

Product 1

HCID 67315Benzamide, 4-nitro-N-(3-nitrophenyl)-Yield 83.2%

Procedure

Using 3-nitroaniline (2.76 g, 16.5 mmol) and 4-nitrobenzoic acid (2.51 g, 15.0 mmol), the procedure of Reference Example 16 was repeated to obtain 3.58 g (83.2%) of the title compound in the form of light yellow crystals.

Sources & evidence

ORD record: ord-555bc4c8dfda4c9f9927d3dfcbc0d7ef
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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