Cyclohexyl isocyanate → 2,4-Imidazolidinedione, 3-cyclohexyl-1-phenyl-

HRID 358093

Reaction equation

HRID 358093 reaction equation
[C:1]1([NH:7][CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:12]1([N:18]=[C:19]=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[C:1]1([N:7]2[CH2:8][C:9](=[O:11])[N:18]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[C:19]2=[O:20])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 66025N-Phenylglycine

Product 1

HCID 30500422,4-Imidazolidinedione, 3-cyclohexyl-1-phenyl-Yield 60%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of N-phenyl glycine (0.1 mole), cyclohexyl isocyanate (0.12 mole) and toluene (30 ml) was refluxed for about 6 hours and then cooled. The crude product was recrystallized from ethanol to produce a 60% yield of the above-identified product having a melting point of approximately 196° C.

Workup

  1. temperaturewas refluxed for about 6 hours
  2. temperaturecooled
  3. customThe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-66fce0b1974d45189e2f42748679d0bb
Source dataset
uspto-grants-1984_08
Patent number
US04464387

Linked notes

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