Formic Acid → N-(2-Fluorophenyl)formamide

HRID 2260621Notes

Reaction equation

HRID 2260621 reaction equation
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[F:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>C1COCC1>[F:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH:14][CH:1]=[O:3]

Participants

5

Conditions

Temperature
0 °C

Procedure

Formic acid (3 g) was added dropwise to acetic anhydride (5.4 g) which had been cooled to 0° C. The mixture was stirred at 0° C. for 15 minutes and then heated to 55° C. for 2 hours. The mixture was cooled to ambient temperature. THF (5 ml) and a solution of 2-fluoroaniline (2.22 g) in THF (15 ml) were added and the mixture was stirred at ambient temperature for 2 hours. The mixture was evaporated to give 2'-fluoroformanilide (2.8 g) which was used without further purification.

Workup

  1. temperatureheated to 55° C. for 2 hours
  2. temperatureThe mixture was cooled to ambient temperature
  3. stirringthe mixture was stirred at ambient temperature for 2 hours
  4. customThe mixture was evaporated

Sources & evidence

ORD record
ord-6749ae8467b346529eb82c8b98c4ce52
Source dataset
uspto-grants-1995_12
Patent number
US05478842

Reaction notes

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