2,4-Difluorophenyl isocyanate → HCID 14801520, compound

HRID 374376Notes

Reaction equation

HRID 374376 reaction equation
[CH2:1]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[F:31][C:32]1[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:33]=1[N:39]=[C:40]=[O:41]>CCCCCC>[CH2:21]([N:20]([CH2:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH2:12][N:11]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:40]([NH:39][C:33]2[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:32]=2[F:31])=[O:41])[CH:14]=1)[C:40]([NH:39][C:33]1[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:32]=1[F:31])=[O:41])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 10645602HCID 10645602, compound

Product 1

HCID 14801520HCID 14801520, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

To a solution of 833 mg N,N'-didecyl-m-xylylenediamine in 20 ml n-hexane, was added dropwise with stirring 5 ml of a n-hexane solution containing 620 mg 2,4-difluorophenyl isocyanate under ice cooling. Stirring was continued at room temperature for two hours, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography, giving 750 mg of 1,3-bis[[1-decyl-3-(2,4-difluorophenyl)ureido]methyl]benzene.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7052c684e4994a6fba0da5c36024d19f
Source dataset
uspto-grants-1992_11
Patent number
US05166429

Reaction notes

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