Phosgene → HCID 19852896, compound

HRID 1903921Notes

Reaction equation

HRID 1903921 reaction equation
[CH:1]([O:4][C:5]([C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)=[O:6])([CH3:3])[CH3:2].[C:14](Cl)(Cl)=[O:15]>O1CCOCC1>[CH:1]([O:4][C:5]([C:7]1[CH:8]=[CH:9][C:10]([N:11]=[C:14]=[O:15])=[CH:12][CH:13]=1)=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 87470Benzoic acid, 4-amino-, 1-methylethyl ester

Product 1

HCID 19852896HCID 19852896, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 125.3 g of 4-isopropoxycarbonylaniline in 160 ml of dioxane was added dropwise within 30 minutes at 0°-10° C. to a solution of 100 ml of phosgene in 300 ml of dioxane while stirring. The reaction mixture was then stirred at 20° C. for 30 minutes and then heated to boiling; the solvent was distilled off and the residue was distilled under reduced pressure. The desired 4-isopropoxycarbonylphenyl isocyanate was obtained in a yield of 136.8 g; boiling point 87°-88° C./0.2 mm.

Workup

  1. stirringThe reaction mixture was then stirred at 20° C. for 30 minutes
  2. temperatureheated to boiling
  3. distillationthe solvent was distilled off
  4. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-eb8ec0f91dbe458c819406deb93c936e
Source dataset
uspto-grants-1984_03
Patent number
US04439440

Reaction notes

Loading…