Formic Acid → N-(2-Fluorophenyl)formamide

HRID 898150Notes

Reaction equation

HRID 898150 reaction equation
C(O[C:5](=[O:7])C)(=O)C.C(O)=O.[F:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>O1CCCC1>[CH:5]([NH:14][C:13]1[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=1[F:11])=[O:7]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 95842-Fluoroaniline

Product 1

HCID 12803459N-(2-Fluorophenyl)formamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To an acetic anhydride (15.5 mL) was added dropwise formic acid (6.1 mL) at 0 degrees under an atmosphere of argon. The mixture was stirred at 50 degrees for 2 hours. After the reaction mixture was cooled to room temperature, it was diluted with tetrahydrofuran (THF; 10 mL). To the diluted solution was added 2-fluoroaniline (5.56 g) in THF (20 mL) at room temperature and then the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated to give the title compound having the following physical data. The obtained title compound was used to next reaction without further purification.

Workup

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-4780bc6df69642e6859392921e64adaa
Source dataset
uspto-grants-2008_04
Patent number
US07351705B2

Reaction notes

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