Diphosgene → HCID 22404734, compound

HRID 440662Notes

Reaction equation

HRID 440662 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([CH3:12])([CH3:11])[C:7](=[O:13])[C:6]=2[C:5]([Cl:14])=[CH:4][C:3]=1[Cl:15].Cl[C:17](OC(Cl)(Cl)Cl)=[O:18]>C1(C)C=CC=CC=1>[Cl:14][C:5]1[C:6]2[C:7](=[O:13])[C:8]([CH3:12])([CH3:11])[O:9][C:10]=2[C:2]([N:1]=[C:17]=[O:18])=[C:3]([Cl:15])[CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 22404754HCID 22404754, compound

Product 1

HCID 22404734HCID 22404734, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4.00 g (0.0163 mole) of 7-amino-4,6-dichloro-2,3-dihydro-2,2-dimethylbenzofuran-3-one in 80 mL of toluene at ambient temperature was added 3.22 g (0.0163 mole) of trichloromethyl chloroformate. This mixture was stirred for fifteen minutes before being heated at reflux for three hours. The solvent was evaporated under reduced pressure, leaving 4,6-dichloro-2,3-dihydro-2,2-dimethylbenzofuran-3-on-7-yl isocyanate as a pale yellow oil. Upon standing, this oil solidified. The IR spectrum was consistent with an isocyanate. Step E Synthesis of 3-(4,6-dichloro-2,3-dihydro-2,2-dimethylbenzofuran-3-on-7-yl)-6-trifluoromethyluracil

Workup

  1. temperaturebefore being heated
  2. temperatureat reflux for three hours
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4c7e3052e84247589cff526a1a800897
Source dataset
uspto-grants-1996_05
Patent number
US05521147

Reaction notes

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