Dimethylamine → 2-Amino-6-methoxy-N,N-dimethyl-benzamide

HRID 467759Notes

Reaction equation

HRID 467759 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:3]=1[C:4](O)=[O:5].[CH3:13][NH:14][CH3:15]>>[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:3]=1[C:4]([N:14]([CH3:15])[CH3:13])=[O:5]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 27353572-Amino-6-methoxybenzoic Acid

Product 1

HCID 700967842-Amino-6-methoxy-N,N-dimethyl-benzamide

Procedure

The product was obtained starting from 2-amino-6-methoxybenzoic acid (100 mg, 0.6 mmol) and dimethylamine (2M in THF, 420 μl, 0.84 mmol) according to the method described in example 64, step 6 after extraction with ethyl acetate and purification by silica gel chromatography using an amine phase and a heptane/ethyl acetate gradient as colorless oil (26 mg, 22%).

Workup

  1. customThe product was obtained
  2. extractionafter extraction
  3. customwith ethyl acetate and purification by silica gel chromatography

Sources & evidence

ORD record
ord-08c9af29497343df93bdc717b171c076
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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