Formic Acid → N-(2-Fluorophenyl)formamide
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- temperatureheated to 55° C. for 2 hours
- temperatureThe mixture was cooled to ambient temperature
- stirringthe mixture was stirred at ambient temperature for 2 hours
- customThe mixture was evaporated
Sources & evidence
- ORD record
- ord-24b42055bcb941eca12fc65fc14772cd
- Source dataset
- uspto-grants-1996_04
- Patent number
- US05512594
Reaction notes
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