Water → 4-Bromo-2-chloro-6-methyl-phenyl-3,3-dimethylbutanamide

HRID 880682Notes

Reaction equation

HRID 880682 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](Cl)=[O:5].C([N:11](CC)CC)C.[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20](N)=[C:19]([Cl:25])[CH:18]=1.O>C(#N)C>[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20]([CH:3]([C:2]([CH3:8])([CH3:7])[CH3:1])[C:4]([NH2:11])=[O:5])=[C:19]([Cl:25])[CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 27696264-Bromo-2-chloro-6-methylaniline

Product 1

HCID 866496314-Bromo-2-chloro-6-methyl-phenyl-3,3-dimethylbutanamideYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3,3-Dimethylbutanoyl chloride (3.37 g, 3.5 mL, 25 mmol) and triethylamine (2.53 g, 3.5 mL, 25 mmol) were added to a solution of 4-Bromo-2-chloro-6-methyl-phenylamine (5.0 g, 25 mmol) in acetonitrile (30 mL). The reaction mixture was stirred at room temperature for 4 hours. Water was added to the mixture and the precipitate formed collected to give the title compound as a powder (7.46 g, 100% yield).

Workup

  1. customthe precipitate formed
  2. customcollected

Sources & evidence

ORD record
ord-836f7bd631734f96b1421240b8c99206
Source dataset
uspto-grants-2015_03
Patent number
US08993593B2

Reaction notes

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