P-Anisidine → 3-Methoxy-4-nitro-N-(4-methoxyphenyl)benzamide

HRID 2436

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22])[C:15](O)=[O:16]>>[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22])[C:15]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:16]

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 787643-Methoxy-4-nitrobenzoic acid

Product 1

HCID 196900483-Methoxy-4-nitro-N-(4-methoxyphenyl)benzamideYield 92.7%

Procedure

Using p-anisidine (738 mg, 6.0 mmol) and 3-methoxy-4-nitrobenzoic acid (986 mg, 5.0 mmol), the procedure of Reference Example 16 was repeated to obtain 1.40 g (92.7%) of the title compound in the form of colorless powder.

Sources & evidence

ORD record: ord-d6f0bef2d28347ca947ceb2e3c17a182
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Linked notes

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