Phenyl isocyanate → 1-Allyl-3-phenylurea

HRID 2083434Notes

Reaction equation

HRID 2083434 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([NH2:13])[CH:11]=[CH2:12]>C1C=CC=CC=1>[C:1]1([NH:7][C:8]([NH:13][CH2:10][CH:11]=[CH2:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 7853Allylamine

Product 1

HCID 51478901-Allyl-3-phenylureaYield 95%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 100 g (0.84 mole) phenylisocyanate in 50 ml of benzene was added dropwise over a period of 30 minutes to a stirring solution of 60 g (1.05 mole) allyl amine in 2 liters of benzene. The mixture was stirred overnight and suction filtered yielding 120 g (95% yield) of 1-phenyl-3-allyl urea with a melting point of 112°-113°. This material was also characterized by IR and nmr analysis.

Workup

  1. filtrationsuction filtered

Sources & evidence

ORD record
ord-4a2a3a898c704774beb3e292f1a46bfc
Source dataset
uspto-grants-1978_04
Patent number
US04085268

Reaction notes

Loading…