2-Methoxyaniline → 3-methoxy-N-(2-methoxyphenyl)benzamide

Reaction equation

[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:10](Cl)(=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1>>[CH3:18][O:17][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[C:10]([NH:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[O:19]

Participants

Reactant 2

HCID 70002-Methoxyaniline

HCID 74374m-Anisoyl chloride

Product 1

HCID 9028663-methoxy-N-(2-methoxyphenyl)benzamideYield 100%

Procedure

Using o-anisidine (1.0 ml, 8.55 mmol) and m-anisoyl chloride (1.2 ml, 8.55 mmol), the procedure of Reference Example 2 was repeated to obtain 2.2 g (100%) of the title compound in the form of brown oil.

Sources & evidence

ORD record: ord-e35a3aec1e0643e09ded967995999b79
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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