Water → N-(4-bromo-2-chloro-6-methylphenyl)-3,3-dimethylbutanamide

HRID 2067787Notes

Reaction equation

HRID 2067787 reaction equation
[CH3:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](Cl)=[O:5].C(N(CC)CC)C.[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20]([NH2:24])=[C:19]([Cl:25])[CH:18]=1.O>C(#N)C>[Br:16][C:17]1[CH:22]=[C:21]([CH3:23])[C:20]([NH:24][C:4](=[O:5])[CH2:3][C:2]([CH3:8])([CH3:7])[CH3:1])=[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 58097339N-(4-bromo-2-chloro-6-methylphenyl)-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 that formed was collected to give the title compound as a powder (7.46 g, 100% yield).

Workup

  1. customthe precipitate that formed
  2. customwas collected

Sources & evidence

ORD record
ord-e1cfc939f6744738be60200ce30dc57e
Source dataset
uspto-grants-2012_10
Patent number
US08293911B2

Reaction notes

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