Cyclohexyl isocyanate → O-[3-(2,2-dimethoxyethylthio) phenyl] N-cyclohexylcarbamate

HRID 972127Notes

Reaction equation

HRID 972127 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH3:14])[CH2:4][S:5][C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1.[CH:15]1([N:21]=[C:22]=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[N-]=C=O>C1C=CC=CC=1.C(N(CC)CC)C>[CH:15]1([NH:21][C:22](=[O:23])[O:12][C:8]2[CH:9]=[CH:10][CH:11]=[C:6]([S:5][CH2:4][CH:3]([O:2][CH3:1])[O:13][CH3:14])[CH:7]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

6

Reactant 3

HCID 18502Cyclohexyl isocyanateHCID 105034IsocyanateHCID 203966733-(2,2-Dimethoxyethylthio)phenol

Product 1

HCID 20396715O-[3-(2,2-dimethoxyethylthio) phenyl] N-cyclohexylcarbamate

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 241BenzeneSolvent

Procedure

3-(2,2-Dimethoxyethylthio)phenol (0.05 mole) dissolved in benzene (10 ml) is charged into a glass reaction flask equipped with a mechanical stirrer. Cyclohexyl isocyanate (0.06 mole) and triethylamine (3 drops) are then added, and the resulting mixture is stirred at room temperature for a period of about 6 hours. The mixture is then stripped of solvent and unreacted isocyanate to yield the desired product O-[3-(2,2-dimethoxyethylthio) phenyl] N-cyclohexylcarbamate as the residue.

Workup

  1. additionis charged into a glass reaction flask
  2. customequipped with a mechanical stirrer

Sources & evidence

ORD record
ord-7a220c07b4134e0d8af9adf6ac663986
Source dataset
uspto-grants-1979_07
Patent number
US04163112

Reaction notes

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