Cyclopropylamine → 1-Cyclopropyl-3-(3,5-dimethylphenyl)urea

HRID 28032Notes

Reaction equation

HRID 28032 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[O:11])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH:12]1([NH2:15])[CH2:14][CH2:13]1>C(OC(C)C)(C)C>[CH:12]1([NH:15][C:10]([NH:9][C:4]2[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([CH3:1])[CH:3]=2)=[O:11])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 5214883,5-Xylyl isocyanate

Product 1

HCID 64681991-Cyclopropyl-3-(3,5-dimethylphenyl)urea

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

14.7 g of 3,5-dimethylphenylisocyanate were slowly added by a dropper upon stirring at a temperature of 28° C. to a solution of 5.7 g of cyclopropylamine in 200 ml diisopropylether. The formed precipitate was removed by suction after an hour, was washed with a small amount of diisopropylene and finally dried. There were thus obtained 18.9 g of 1-cyclopropyl-3-(3,5-dimethylphenyl)-urea (92.5% of the theoretical value) having a melting point of 169° C.

Workup

  1. customThe formed precipitate was removed by suction after an hour
  2. washwas washed with a small amount of diisopropylene
  3. customfinally dried

Sources & evidence

ORD record
ord-3b8acc7dc0024fa681bf603b6a760a04
Source dataset
uspto-grants-1980_09
Patent number
US04225338

Reaction notes

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