Dimethylformamide → HCID 90384380, compound

HRID 928656Notes

Reaction equation

HRID 928656 reaction equation
N[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:17][C:18](Cl)=[O:19].C[N:22](C=O)C>C(OCC)(=O)C>[Br:8][C:4]1[C:3]2[O:9][NH:22][C:18](=[O:19])[CH2:17][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 155315062-Amino-6-bromophenol

Product 1

HCID 90384380HCID 90384380, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Amino-6-bromophenol (1.0 g, 5.32 mmol) was dissolved in DMF (20 mL), and potassium carbonate (1.6 g, 11.7 mmol) and chloroacetyl chloride (0.466 mL, 5.85 mmol) were added thereto, and stirred at room temperature overnight. After diluted with ethyl acetate, the resultant was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled away, and the residue washed with an ethyl acetate-hexane mixture solvent to thus obtain the title compound.

Workup

  1. washthe resultant was washed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled away
  4. washthe residue washed with an ethyl acetate-hexane mixture solvent

Sources & evidence

ORD record
ord-97d422afdd6441e281f1ff5e3f575dd2
Source dataset
uspto-grants-2016_03
Patent number
US09290487B2

Reaction notes

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