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

HRID 1258683Notes

Reaction equation

HRID 1258683 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) was 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) was added and the mixture was heated to reflux for 3 h. The reaction mixture was cooled with an ice bath and the formed precipitate was filtered off, washed with cold toluene and dried.

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 3 h
  4. temperatureThe reaction mixture was cooled with an ice bath
  5. filtrationthe formed precipitate was filtered off
  6. washwashed with cold toluene
  7. customdried

Sources & evidence

ORD record
ord-0e22098751bb4466a5fda6b2637c0c9d
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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