p-Toluidine → N-(4-methylphenyl)-2-nitrobenzamide

Reaction equation

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

Participants

Reactant 2

HCID 7813p-Toluidine

HCID 118752-Nitrobenzoyl chloride

Product 1

HCID 349489N-(4-methylphenyl)-2-nitrobenzamideYield 65%

Procedure

Using the procedure described in Example 93, Part A, 4-methylaniline (9.3 mmol) and 2-nitrobenzoyl chloride (10.3 mmol) yielded 1.55 g (65%) of the title compound.

Sources & evidence

ORD record: ord-7b2dc18b08c94f979a0a5a304c20ef8b
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313122B1

Reaction notes

Loading…