4-Fluorophenyl isocyanate → HCID 14801538, compound

HRID 374379Notes

Reaction equation

HRID 374379 reaction equation
[CH:1]1([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH:17][CH:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:11]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]=[C:33]=[O:34])=[CH:28][CH:27]=1>CCCCCC>[CH:18]1([N:17]([CH2:16][C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([CH2:9][N:8]([CH:1]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[C:33]([NH:32][C:29]3[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=3)=[O:34])[CH:11]=2)[C:33]([NH:32][C:29]2[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=2)=[O:34])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 14801511HCID 14801511, compound

Product 1

HCID 14801538HCID 14801538, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

To a solution of 0.5 g N,N'-dicycloheptyl-m-xylylenediamine in 50 ml n-hexane, was added dropwise with stirring 5 ml of a n-hexane solution containing 0.46 g 4-fluorophenyl isocyanate under ice cooling, and stirring was continued at room temperature for two hours. The solid which separated out was collected by filtration, washed with n-hexane and recrystallized from methanol, giving 0.75 g of 1,3-bis[[1-cycloheptyl-3-(p-fluorophenyl)ureido]methyl]benzene.

Workup

  1. customThe solid which separated out
  2. filtrationwas collected by filtration
  3. washwashed with n-hexane
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-d3b505a4debf4834a508a8e72c16f026
Source dataset
uspto-grants-1992_11
Patent number
US05166429

Reaction notes

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