1-Phenylcyclobutylamine → N-(2, 6-diethylphenyl)-N'-(1-phenylcyclobutyl)urea

HRID 2050896Notes

Reaction equation

HRID 2050896 reaction equation
[C:1]1([C:7]2([NH2:11])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH3:21])[C:15]=1[N:22]=[C:23]=[O:24])[CH3:13]>C(OC(=O)C)C>[CH2:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH3:21])[C:15]=1[NH:22][C:23]([NH:11][C:7]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:10][CH2:9][CH2:8]1)=[O:24])[CH3:13]

Participants

4

Reactant 2

HCID 1522141-PhenylcyclobutylamineHCID 51531832,6-Diethylphenyl isocyanate

Product 1

HCID 15172041N-(2, 6-diethylphenyl)-N'-(1-phenylcyclobutyl)ureaYield 79.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-phenylcyclobutyl amine (1.0, 0.0057 mole) in 30 ml of ethylacetate, 2,6-diethylphenylisocyanate (0.84 g, 0.0057 mole) is added and the reaction mixture is stirred at room temperature for 20 hours. Precipitated solid is filtered, washed with ethylacetate and dried yielding 1.46 gm of N-(2, 6-diethylphenyl)-N'-(1-phenylcyclobutyl)urea having a melting point of 227°-230° C.

Workup

  1. customPrecipitated solid
  2. filtrationis filtered
  3. washwashed with ethylacetate
  4. customdried

Sources & evidence

ORD record
ord-a81ec2e9556a4fc0883d77fe2428c888
Source dataset
uspto-grants-1991_05
Patent number
US05015644

Reaction notes

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