Phenyl isocyanate → O-[3-(2,2-diethoxyethoxy)-5-chlorophenyl] N-phenylcarbamate

HRID 972120Notes

Reaction equation

HRID 972120 reaction equation
[CH2:1]([O:3][CH:4]([O:15][CH2:16][CH3:17])[CH2:5][O:6][C:7]1[CH:8]=[C:9]([OH:14])[CH:10]=[C:11]([Cl:13])[CH:12]=1)[CH3:2].[C:18]1([N:24]=[C:25]=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[N-]=C=O>C1C=CC=CC=1.C(N(CC)CC)C>[C:18]1([NH:24][C:25](=[O:26])[O:14][C:9]2[CH:10]=[C:11]([Cl:13])[CH:12]=[C:7]([O:6][CH2:5][CH:4]([O:3][CH2:1][CH3:2])[O:15][CH2:16][CH3:17])[CH:8]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 7672Phenyl isocyanateHCID 105034IsocyanateHCID 203966933-(2,2-Diethoxyethoxy)-5-chlorophenol

Product 1

HCID 20396716O-[3-(2,2-diethoxyethoxy)-5-chlorophenyl] N-phenylcarbamate

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 241BenzeneSolvent

Procedure

3-(2,2-Diethoxyethoxy)-5-chlorophenol (0.05 mole) dissolved in benzene (10 ml) is charged into a glass reaction flask equipped with a mechanical stirrer. Phenyl 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-diethoxyethoxy)-5-chlorophenyl] N-phenylcarbamate as the residue.

Workup

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

Sources & evidence

ORD record
ord-8d9d98b82f1c4a19ac2c18c3e4889bf4
Source dataset
uspto-grants-1979_07
Patent number
US04163112

Reaction notes

Loading…