Acetic Anhydride → HCID 67044883, compound

HRID 2261996Notes

Reaction equation

HRID 2261996 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:6]([F:10])=[CH:5][C:3]=1[NH2:4].[C:11](OC(=O)C)(=[O:13])[CH3:12]>>[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:6]([F:10])=[CH:5][C:3]=1[NH:4][C:11](=[O:13])[CH3:12]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 201117272-Chloro-4,5-difluoroaniline

Product 1

HCID 67044883HCID 67044883, compoundYield 79%

Conditions

Temperature
100 °C

Procedure

To acetic anhydride (20 mL) was added 2-chloro-4,5-difluoroaniline (4.7 g, 29 mmol), and the resulting solution was stirred at 100° C. for 1 h. After cooling to rt, the mixture was stored in a freezer overnight. A white crystalline precipitate formed, and it was collected by filtration. Residual acetic anhydride was removed in vacuo. The desired N-(2-chloro-4,5-difluorophenyl)acetamide (4.69 g, 22.8 mmol, 79% yield) was isolated as a white crystalline solid. 1H NMR (400 MHz, CDCl3): 8.38 (dd, 1H), 7.53 (br s, 1H), 7.23 (dd, 1H), 2.25 (s, 3H); MS (EI) for C8H6ClF2NO: 206 (MH+).

Workup

  1. temperatureAfter cooling to rt
  2. waitthe mixture was stored in a freezer overnight
  3. customA white crystalline precipitate formed
  4. filtrationit was collected by filtration
  5. customResidual acetic anhydride was removed in vacuo

Sources & evidence

ORD record
ord-756d7e9dff9a4c38b9151dc02c8d711c
Source dataset
uspto-grants-2010_12
Patent number
US07846959B2

Reaction notes

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