Phenyl isocyanate → HCID 13201298, compound

HRID 1153967Notes

Reaction equation

HRID 1153967 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:10][C:11]1[CH:23]=[CH:22][C:14]([CH2:15][NH:16][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1>C(Cl)Cl>[F:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:15][N:16]([CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 834084HCID 834084, compound

Product 1

HCID 13201298HCID 13201298, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.1 g (0.05 mol) of phenyl isocyanate were added dropwise to a solution of 9.65 g (0.05 mol) of N-4-fluorobenzyl-N-cyclopentylamine in 80 ml of anhydrous methylene chloride, while cooling with ice and stirring. The mixture was stirred for 30 minutes at room temperature and for 30 minutes at 40° C., the solvent was stripped off in vacuo, and the residue was recrystallized from acetonitrile. 14.1 g of N-4-fluorobenzyl-N-cyclopentyl-N'-phenylurea of melting point 120° to 121° C. were obtained.

Workup

  1. temperaturewhile cooling with ice
  2. stirringThe mixture was stirred for 30 minutes at room temperature and for 30 minutes at 40° C.
  3. customthe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-2226323bb1de49758d3b89366ca8b415
Source dataset
uspto-grants-1984_12
Patent number
US04487783

Reaction notes

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