Allyl isocyanate → 1-Allyl-3-(2,5-dichlorophenoxy) urea

HRID 1195604Notes

Reaction equation

HRID 1195604 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[O:4][NH2:5].[CH2:11]([N:14]=[C:15]=[O:16])[CH:12]=[CH2:13]>C1(C)C=CC=CC=1>[CH2:11]([NH:14][C:15]([NH:5][O:4][C:3]1[CH:6]=[C:7]([Cl:10])[CH:8]=[CH:9][C:2]=1[Cl:1])=[O:16])[CH:12]=[CH2:13]

Participants

4

Reactant 2

HCID 15123Allyl isocyanateHCID 135748982,5-Dichlorophenoxyamine

Product 1

HCID 137463721-Allyl-3-(2,5-dichlorophenoxy) ureaYield 50.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.34 g (30.0 mmoles) of 2,5-dichlorophenoxyamine was dissolved in 50 ml of toluene, and then 2.74 g (33.0 mmoles) of allyl isocyanate was added. The mixture was stirred at a temperature of from 25° to 30° C. for 12 hours. The crystals precipitated in the reaction solution were collected by filtration and washed with hexane, whereby, 3.96 g of the desired product was obtained as light yellow crystals (yield: 51%).

Workup

  1. customThe crystals precipitated in the reaction solution
  2. filtrationwere collected by filtration
  3. washwashed with hexane, whereby

Sources & evidence

ORD record
ord-b4e8d7f9d8b84020a01ddabc163baa03
Source dataset
uspto-grants-1992_05
Patent number
US05112385

Reaction notes

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