Triphosgene → HCID 89875585, compound

HRID 1048632Notes

Reaction equation

HRID 1048632 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([CH3:11])=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])[CH3:2].Cl[C:13](Cl)([O:15]C(=O)OC(Cl)(Cl)Cl)Cl>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]1[CH:10]=[CH:9][CH:8]=[C:6]([N:7]=[C:13]=[O:15])[C:5]=1[CH3:11])[CH3:2]

Participants

4

Reactant 2

HCID 94429TriphosgeneHCID 137370113-Ethoxy-2-methylaniline

Product 1

HCID 89875585HCID 89875585, compoundYield 249.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

At room temperature, to a mixture of 3-ethoxy-2-methylaniline 33.0 g and toluene 400 mL was added triphosgene 25 g, and the resulting mixtures were stirred with heating reflux for four hours. The mixtures were concentrated under reduced pressure to give 1-ethoxy-3-isocyanato-2-methylbenzene 37.2 g.

Workup

  1. temperaturewith heating
  2. temperaturereflux for four hours
  3. concentrationThe mixtures were concentrated under reduced pressure

Sources & evidence

ORD record
ord-e076b4e41619415e804851e0821c341d
Source dataset
uspto-grants-2016_07
Patent number
US09380782B2

Reaction notes

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