Urea → HCID 86754453, compound

HRID 617667Notes

Reaction equation

HRID 617667 reaction equation
C([N:9]=[C:10]=[O:11])CCCCCCC.NC(N)=O.[NH:16]1[CH2:22][C:20](=[O:21])[NH:19][C:17]1=[O:18]>C(OCC)(=O)C>[N-:9]=[C:10]=[O:11].[NH:16]1[CH2:22][C:20](=[O:21])[NH:19][C:17]1=[O:18]

Participants

5

Reactant 3

HCID 1176UreaHCID 10006HydantoinHCID 76616Octyl isocyanate

Product 1

HCID 86754453HCID 86754453, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 111 g of aspartic ester (obtained from Bayer #XP 7059) in 200 g of ethyl acetate were added dropwise 75 g of octyl isocyanate (available from Aldrich). After four days the solvent was evaporated to leave the product which was shown by NMR spectroscopy to be a mixture of the urea addition product and the hydantoin cyclization product (ratio=~1:2).

Workup

  1. customAfter four days the solvent was evaporated
  2. customto leave the product which

Sources & evidence

ORD record
ord-71558d0c83574e59b15f50f19ec2d10c
Source dataset
uspto-grants-1999_09
Patent number
US05951749

Reaction notes

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