Dimethylamine → HCID 23144875, compound

HRID 1393056Notes

Reaction equation

HRID 1393056 reaction equation
Br[CH2:2][C:3]1[C:4]([N+:13]([O-:15])=[O:14])=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].[CH3:16][NH:17][CH3:18]>CO>[CH3:16][N:17]([CH2:2][C:3]1[C:4]([N+:13]([O-:15])=[O:14])=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 22509333Methyl 3-(bromomethyl)-2-nitrobenzoate

Product 1

HCID 23144875HCID 23144875, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Methyl 3-bromomethyl-2-nitrobenzoate (1.6 g) was dissolved in methanol (5 mL). Methanol solution (6 mL) of 2M dimethylamine was added thereto and stirred overnight. After removing the solvent, the residue was diluted with 1M hydrochloric acid and washed with ethyl acetate. The water layer was alkalized with sodium hydrate aqueous solution and extracted with ethyl acetate. The usual workup procedure was conducted to obtain methyl 3-dimethylaminomethyl-2-nitrobenzoate.

Workup

  1. customAfter removing the solvent
  2. additionthe residue was diluted with 1M hydrochloric acid
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-262f6b9ddb8a4538a5013e4c716fa0b8
Source dataset
uspto-grants-2008_03
Patent number
US07345049B2

Reaction notes

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