2-Fluoroaniline → HCID 14030107, compound

HRID 2107550Notes

Reaction equation

HRID 2107550 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 cobmined 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-38cf6a0101634b6a8aaf45a2a0bce0fc
Source dataset
uspto-grants-1990_06
Patent number
US04935413

Reaction notes

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