Triphosgene → 1-Fluoro-3-iodo-2-isocyanato-5-methylbenzene

HRID 447752Notes

Reaction equation

HRID 447752 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([I:10])[C:3]=1[NH2:4].Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCOCC1>[F:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([I:10])[C:3]=1[N:4]=[C:12]=[O:14]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 109779002-Fluoro-6-iodo-4-methylaniline

Product 1

HCID 866189401-Fluoro-3-iodo-2-isocyanato-5-methylbenzene

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-fluoro-6-iodo-4-methylaniline (D1) (370 mg, 1.5 mmol), triphosgene (150 mg, 0.05 mmol), and dioxan (3 ml) was heated at reflux for 1 h 15 min then cooled and evaporated to give the crude title compound.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 h 15 min
  3. temperaturethen cooled
  4. customevaporated

Sources & evidence

ORD record
ord-ecf9d9e7e55c4c8db6ec118133f1d105
Source dataset
uspto-grants-2013_07
Patent number
US08481566B2

Reaction notes

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