P-Anisidine → N-(4-methoxyphenyl)-3-methyl-4-nitrobenzamide

HRID 2435

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[CH3:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=1[N+:20]([O-:22])=[O:21])[C:14](O)=[O:15]>>[CH3:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=1[N+:20]([O-:22])=[O:21])[C:14]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:15]

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 183703-Methyl-4-nitrobenzoic acid

Product 1

HCID 790964N-(4-methoxyphenyl)-3-methyl-4-nitrobenzamideYield 93%

Procedure

Using p-anisidine (738 mg, 6.0 mmol) and 3-methyl-4-nitrobenzoic acid (906 mg, 5.0 mmol), the procedure of Reference Example 16 was repeated to obtain 1.33 g (93.0%) of the title compound in the form of yellow powder.

Sources & evidence

ORD record: ord-0bbf02c3b9c74d45aad453e8f1838747
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Linked notes

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