p-Toluidine → 3-Nitro-N-P-tolyl-benzamide

HRID 2440

Reaction equation

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

Participants

Reactant 2

HCID 7813p-Toluidine

HCID 84973-Nitrobenzoic acid

Product 1

HCID 2225653-Nitro-N-P-tolyl-benzamideYield 88.6%

Procedure

Using p-toluidine (1.19 g, 11.0 mmol) and 3-nitrobenzoic acid (1.76 g, 10.0 mmol), the procedure of Reference Example 16 was repeated to obtain 2.27 g (88.3%) of the title compound in the form of colorless needle crystals.

Sources & evidence

ORD record: ord-f1ead6dddb964cfda207e6e2ba7f29ba
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Linked notes

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