Dimethylformamide dimethyl acetal → 4-Bromo-N-[(dimethylamino)methylene]-2-methylbenzamide

HRID 878844Notes

Reaction equation

HRID 878844 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[C:4]([CH3:11])[CH:3]=1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:8]=[CH:14][N:15]([CH3:17])[CH3:16])=[O:7])=[C:4]([CH3:11])[CH:3]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 206167664-Bromo-2-methylbenzamide

Product 1

HCID 666997874-Bromo-N-[(dimethylamino)methylene]-2-methylbenzamide

Conditions

Temperature
70 °C

Procedure

A mixture of 0.84 g of 4-bromo-2-methyl benzoic acid amide and 18 mL of N,N-dimethylformamide dimethylacetal was stirred at 70° C. for 30 minutes. After the completion of the reaction, the solvent was distilled off-under reduced pressure, and the residue was washed with 5 mL of hexane to obtain 0.67 g of the aimed product as white crystal.

Workup

  1. customAfter the completion of the reaction
  2. distillationthe solvent was distilled off-under reduced pressure
  3. washthe residue was washed with 5 mL of hexane

Sources & evidence

ORD record
ord-f35bcdbebaf8483bbc2dab77da532f3e
Source dataset
uspto-grants-2015_03
Patent number
US08987464B2

Reaction notes

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