Water → (4-Bromo-2,6-dimethyl-phenyl)-carbamic acid ethyl ester

HRID 2067835Notes

Reaction equation

HRID 2067835 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[Br:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([NH2:15])=[C:10]([CH3:16])[CH:9]=1.O>C(#N)C>[CH2:5]([O:4][C:2](=[O:3])[NH:15][C:11]1[C:12]([CH3:14])=[CH:13][C:8]([Br:7])=[CH:9][C:10]=1[CH3:16])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 10928Ethyl chloroformateHCID 905494-Bromo-2,6-xylidine

Product 1

HCID 11644748(4-Bromo-2,6-dimethyl-phenyl)-carbamic acid ethyl esterYield 97%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Ethyl chloroformate (0.55 g, 0.48 mL, 5 mmol) was added to a solution of 4-bromo-2,6-dimethyl-phenylamine (1.0 g, 5 mmol) in acetonitrile (20 mL). The reaction mixture was stirred at reflux for 16 hours. Water was added to the mixture and the precipitate formed collected to give the title compound as a powder (1.32 g, 97% yield).

Workup

  1. temperatureat reflux for 16 hours
  2. customthe precipitate formed
  3. customcollected

Sources & evidence

ORD record
ord-63d6b0f45d654e21b0836fe8daa9fb01
Source dataset
uspto-grants-2012_10
Patent number
US08293911B2

Reaction notes

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