Chloroacetyl chloride → HCID 21938676, compound

HRID 382501Notes

Reaction equation

HRID 382501 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=1.[Cl:18][CH2:19][C:20](Cl)=[O:21]>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[N:10]([C:20](=[O:21])[CH2:19][Cl:18])[C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 21938673HCID 21938673, compound

Product 1

HCID 21938676HCID 21938676, compound

Procedure

A mixture of 230 g (0.9 mol) N-(2′-chloro-4′,6′-difluorophenyl)-4-methylaniline and 325 ml (4.06 mol) of chloroacetyl chloride is heated under a nitrogen atmosphere for one hour at 50°. The solvent is evaporated under reduced pressure to give an oil to which 200 ml of chlorobenzene is added. The solvent is evaporated under reduced pressure to completely remove the chloroacetyl chloride, giving N-(2′-chloro-4′,6′-difluorophenyl)-N-chloroacetyl-4-methylaniline as an oil.

Workup

  1. temperatureis heated under a nitrogen atmosphere for one hour at 50°
  2. customThe solvent is evaporated under reduced pressure
  3. customto give an oil to which 200 ml of chlorobenzene
  4. additionis added
  5. customThe solvent is evaporated under reduced pressure
  6. customto completely remove the chloroacetyl chloride

Sources & evidence

ORD record
ord-a446ce03100445e9897db36cb1bda923
Source dataset
uspto-grants-2001_10
Patent number
US06310099B1

Reaction notes

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