Diphosgene → HCID 15765403, compound

HRID 2226101Notes

Reaction equation

HRID 2226101 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([CH3:12])([CH3:11])[O:7][C:6]=2[C:5]([Cl:13])=[CH:4][C:3]=1[F:14].Cl[C:16](OC(Cl)(Cl)Cl)=[O:17]>C1(C)C=CC=CC=1>[Cl:13][C:5]1[C:6]2[O:7][C:8]([CH3:11])([CH3:12])[O:9][C:10]=2[C:2]([N:1]=[C:16]=[O:17])=[C:3]([F:14])[CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 18966286HCID 18966286, compound

Product 1

HCID 15765403HCID 15765403, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1.5 g (0.0069 mole) of 4-amino-7-chloro-2,2-dimethyl-5-fluoro-1,3-benzodioxole in 50 mL of toluene was added slowly 0.41 mL (0.0035 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 7-chloro-2,2-dimethyl-5-fluoro-1,3-benzodioxol-4-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-002f18034b774163a928205ccafa5d03
Source dataset
uspto-grants-1994_09
Patent number
US05346881

Reaction notes

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