4-Nitrobenzoic Acid → 4-Nitrobenzanilide

Reaction equation

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

Participants

Reactant 2

HCID 61084-Nitrobenzoic Acid

HCID 6115Aniline

Product 1

HCID 770034-NitrobenzanilideYield 97.5%

Procedure

Using aniline (1.50 ml, 16.5 mmol) and 4-nitrobenzoic acid (1.77 g, 10.5 mmol), the procedure of Reference Example 16 was repeated to obtain 2.48 g (97.5%) of the title compound in the form of colorless powder.

Sources & evidence

ORD record: ord-20a899a14e114ac08ae516cd5bce4b60
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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