Diphosgene → 4-Chloro-2,6-difluorophenyl Isocyanate

HRID 1168138Notes

Reaction equation

HRID 1168138 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.Cl[C:12](OC(Cl)(Cl)Cl)=[O:13]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:8]=[C:7]([F:9])[C:5]([N:6]=[C:12]=[O:13])=[C:4]([F:10])[CH:3]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 15125184-Chloro-2,6-Difluoroaniline

Product 1

HCID 229918564-Chloro-2,6-difluorophenyl Isocyanate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

40 g of 4-chloro-2,6-difluoroaniline were dissolved in 300 ml of absolute toluene. With stirring, 100 ml of trichloromethyl chloroformate were added dropwise at 20° C. The mixture was slowly heated to reflux. After three and half hours, the mixture was concentrated and the resulting isocyanate was used directly for the synthesis of intermediate 3.

Workup

  1. temperatureThe mixture was slowly heated to reflux
  2. concentrationAfter three and half hours, the mixture was concentrated
  3. customthe resulting isocyanate was used directly for the synthesis of intermediate 3

Sources & evidence

ORD record
ord-c72dc09e23a840ff98fb812ba2fd6007
Source dataset
uspto-grants-2003_09
Patent number
US06624119B1

Reaction notes

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