Diphosgene → HCID 18966287, compound

HRID 2226104Notes

Reaction equation

HRID 2226104 reaction equation
[NH2:1][C:2]1[C:11]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[C:5]([Cl:12])=[CH:4][C:3]=1[F:13].Cl[C:15](OC(Cl)(Cl)Cl)=[O:16]>C1(C)C=CC=CC=1>[Cl:12][C:5]1[C:6]2[O:7][CH2:8][CH2:9][O:10][C:11]=2[C:2]([N:1]=[C:15]=[O:16])=[C:3]([F:13])[CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 18966289HCID 18966289, compound

Product 1

HCID 18966287HCID 18966287, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2.25 g (0.011 mole) of 5-amino-8-chloro-6-fluoro-1,4-benzodioxane in 50 mL of toluene was added slowly 0.67 mL (1.09 g, 0.0055 mole) of trichloromethyl chloroformate. This mixture was stirred at ambient temperature for one hour and then was heated at reflux for approximately 16 hours. At the conclusion of this period the solvent was evaporated from the reaction mixture under reduced pressure, leaving 8-chloro-6-fluoro-1,4-benzodioxan-5-yl isocyanate as a residue which was used in the next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for approximately 16 hours
  3. customAt the conclusion of this period the solvent was evaporated from the reaction mixture under reduced pressure

Sources & evidence

ORD record
ord-6738024218114991a98c7bd65095f56b
Source dataset
uspto-grants-1994_09
Patent number
US05346881

Reaction notes

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