2,4-Difluorophenyl isocyanate → HCID 22667038, compound

HRID 1008382Notes

Reaction equation

HRID 1008382 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:24])[C:8]=1[O:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][CH:11]=1)[NH2:5].[F:25][C:26]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:27]=1[N:33]=[C:34]=[O:35]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:34]([NH:33][C:27]2[CH:28]=[CH:29][C:30]([F:32])=[CH:31][C:26]=2[F:25])=[O:35])[CH:6]=[C:7]([Cl:24])[C:8]=1[O:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 22667163HCID 22667163, compound

Product 1

HCID 22667038HCID 22667038, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3,5-Dichloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]-aniline (53 mg) was dissolved in chloroform (5 ml), and 2,4-difluorophenyl isocyanate (34 μl) was added to the solution. The mixture was heated under reflux overnight. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 56 mg (yield 74%) of the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. customThe solvent was removed by distillation under the reduced pressure
  4. customThe residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1)

Sources & evidence

ORD record
ord-b4136868b88f4e12800e2588073452ac
Source dataset
uspto-grants-2004_09
Patent number
US06797823B1

Reaction notes

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