3-Methoxybenzylamine → 4-Chloromethyl-N-(3-methoxybenzyl)benzamide

HRID 2420

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][NH2:7].[Cl:11][CH2:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1>>[Cl:11][CH2:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][CH:10]=[C:3]([O:2][CH3:1])[CH:4]=2)=[O:18])=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 211563-Methoxybenzylamine

HCID 701364-(Chloromethyl)benzoyl chloride

Product 1

HCID 196900864-Chloromethyl-N-(3-methoxybenzyl)benzamideYield 83.9%

Procedure

Using 3-methoxybenzylamine (754 mg, 5.39 mmol) and 4-chloromethylbenzoyl chloride (1.17 g, 6.0 mmol), the procedure of Reference Example 13 was repeated to obtain 1.31 g (83.9%) of the title compound in the form of colorless crystals.

Sources & evidence

ORD record: ord-fc00450aae7f43bba3081ae919487779
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Linked notes

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