Acetyl chloride → N-(3,4-Difluorophenyl)acetamide

HRID 1671850Notes

Reaction equation

HRID 1671850 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[F:5][C:6]1[CH:7]=[C:8]([NH2:13])[CH:9]=[CH:10][C:11]=1[F:12]>N1C=CC=CC=1>[F:5][C:6]1[CH:7]=[C:8]([NH:13][C:1](=[O:3])[CH3:2])[CH:9]=[CH:10][C:11]=1[F:12]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 774693,4-Difluoroaniline

Product 1

HCID 223109N-(3,4-Difluorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

1 Acetyl chloride (82.61 mL, 774.50 mmol) was added slowly to a solution of 3,4-Difluoro-phenylamine (100 g, 774.50 mmol) in pyridine (250 mL) in ice bath. The mixture was stirred at 0° C. for 45 min then was kept at room temperature for 3 hrs. Solvent was removed under reduced pressure. The residue was crystallized in acetone/water to give a solid. 1H NMR (300 MHz, CDCl3): δ 7.86 (br, 1H), 7.62-7.55 (m, 1H), 7.07 (m, 2H), 2.16 (s, 3H).

Workup

  1. waitthen was kept at room temperature for 3 hrs
  2. customSolvent was removed under reduced pressure
  3. customThe residue was crystallized in acetone/water
  4. customto give a solid

Sources & evidence

ORD record
ord-554c38b3a8e340b8b28101ef91fb7c08
Source dataset
uspto-grants-2011_08
Patent number
US07994423B2

Reaction notes

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