2-Fluoroaniline → HCID 14030107, compound

HRID 1707512Notes

Reaction equation

HRID 1707512 reaction equation
[C:1]([N:6]=[C:7]=[O:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[F:9][C:10]1[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=1[NH2:12]>ClC(Cl)C.C(Cl)(Cl)Cl>[C:1]([NH:6][C:7]([NH:12][C:11]1[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=1[F:9])=[O:8])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 2

HCID 95842-FluoroanilineHCID 10942374Methacryloyl isocyanate

Product 1

HCID 14030107HCID 14030107, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 63651,1-DichloroethaneSolvent

Procedure

To methacryloyl isocyanate (5.55 g; 50 mmol) in dichloroethane (15 ml), a solution of o-fluoroaniline (5.55 g; 50 mmol) in chloroform (30 ml) was dropwise added. After completion of the addition, the precipitated crystals were collected by filtration. From the filtrate, the solvent was removed by evaporation under reduced pressure. The residue and the crystals were combined together and recrystallized from benzene to give N-methacryloyl-N'-o-fluorophenylurea as colorless needles. M.P., 155°-157° C.

Workup

  1. additionAfter completion of the addition
  2. filtrationthe precipitated crystals were collected by filtration
  3. customFrom the filtrate, the solvent was removed by evaporation under reduced pressure
  4. customrecrystallized from benzene

Sources & evidence

ORD record
ord-8718e4ede80b4ac6bb8f849db27211ca
Source dataset
uspto-grants-1994_10
Patent number
US05354495

Reaction notes

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