Ethyl 4-amino-3,5-dichlorobenzoate → 2,6-Dichloroaniline

HRID 1885706Notes

Reaction equation

HRID 1885706 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([Cl:14])[C:12]=1[NH2:13])C(OCC)=O>O>[Cl:1][C:2]1[CH:3]=[CH:4][CH:10]=[C:11]([Cl:14])[C:12]=1[NH2:13]

Participants

3

Reactant 1

HCID 99328Ethyl 4-amino-3,5-dichlorobenzoate

Product 1

HCID 118462,6-DichloroanilineYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
250 °C

Procedure

0.2 mole=49.3 g of ethyl 3,5-dichloro-4-amino-benzoate were initially introduced into an autoclave together with 250 ml of water. The mixture was heated to 250° C. and stirred at this temperature for 2.5 hours. Reaction gas formed was continuously removed to maintain a pressure of about 40 bar. The product was subsequently recovered by steam distillation. 31 g of 2,6-dichloroaniline were obtained, corresponding to a yield of 94%.

Workup

  1. customReaction gas
  2. customformed
  3. customwas continuously removed
  4. temperatureto maintain a pressure of about 40 bar
  5. distillationThe product was subsequently recovered by steam distillation

Sources & evidence

ORD record
ord-d507c8955f0d438bb28c7fe3d01b6380
Source dataset
uspto-grants-1992_09
Patent number
US05145958

Reaction notes

Loading…