Acetyl chloride → N-(6-Chloro-2-fluoro-3-methyl-phenyl)-acetamide

HRID 1189619Notes

Reaction equation

HRID 1189619 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[C:11]([NH2:12])=[C:10]([F:13])[C:9]([CH3:14])=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[Cl:5][C:6]1[C:11]([NH:12][C:1](=[O:3])[CH3:2])=[C:10]([F:13])[C:9]([CH3:14])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 17750755HCID 17750755, compound

Product 1

HCID 67957585N-(6-Chloro-2-fluoro-3-methyl-phenyl)-acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Acetylchloride (2.56 mL, 36.0 mmol) is added to a mixture of 6-chloro-2-fluoro-3-methyl-aniline (5.00 g, 31.3 mmol) and toluene (200 mL), additional toluene (50 mL) is added and the mixture is heated to reflux for 3 h. Then it is cooled with an ice bath and the formed precipitate is filtered off, washed with cold toluene and dried.

Workup

  1. additionis added
  2. temperaturethe mixture is heated
  3. temperatureto reflux for 3 h
  4. temperatureThen it is cooled with an ice bath
  5. filtrationthe formed precipitate is filtered off
  6. washwashed with cold toluene
  7. customdried

Sources & evidence

ORD record
ord-45a7369e878740f085f49cbc7b99b5a9
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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