P-Anisidine → 2-Amino-N-(4-methoxyphenyl)-4-nitrobenzamide

HRID 644264

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]2[NH:12]C(=O)[O:10][C:8](=O)[C:7]2=[CH:14][CH:15]=1)([O-:3])=[O:2].[CH3:16][O:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1>>[NH2:12][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:15]=[CH:14][C:7]=1[C:8]([NH:22][C:21]1[CH:23]=[CH:24][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1)=[O:10]

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 2820894-Nitro-isatoic anhydride

Product 1

HCID 105173792-Amino-N-(4-methoxyphenyl)-4-nitrobenzamideYield 95%

Procedure

Using a procedure analogous to Example 16-F, 4-nitroisatoic anhydride and 4-methoxyaniline gave the desired product as a greenish-yellow solid (2.73 g, 95%).

Sources & evidence

ORD record: ord-149d12cd4be245b0839dd8685f2e826a
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700628B2

Linked notes

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