Water → 4-Bromo-3,5-dichloroaniline

HRID 1018797Notes

Reaction equation

HRID 1018797 reaction equation
[Br:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH:9]C(=O)C)=[CH:4][C:3]=1[Cl:13].[OH-].[Na+].O>C(O)CO>[Br:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[CH:4][C:3]=1[Cl:13]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18402478N-(4-bromo-3,5-dichlorophenyl)acetamide

Product 1

HCID 137497104-Bromo-3,5-dichloroaniline

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

202 g of N-(4-bromo-3,5-dichlorophenyl)acetamide and 220 g of sodium hydroxide (as an aqueous 50% solution) in 670 ml of ethylene glycol are stirred for 5 hours at 120° C. and then for 12 hours at room temperature. 3000 ml of water are added, the mixture is filtered, the organic phase is dried over magnesium sulphate and the solvents are evaporated off under reduced pressure. The residue obtained is crystallized from cyclohexane; m.p.=132° C.

Workup

  1. filtrationthe mixture is filtered
  2. dry with materialthe organic phase is dried over magnesium sulphate
  3. customthe solvents are evaporated off under reduced pressure
  4. customThe residue obtained
  5. customis crystallized from cyclohexane

Sources & evidence

ORD record
ord-83453a3d41ff4b13af18e9402edbacd6
Source dataset
uspto-grants-2002_11
Patent number
US06482986B1

Reaction notes

Loading…