Phosgene → HCID 19813658, compound

HRID 1089382Notes

Reaction equation

HRID 1089382 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=2[Cl:17])[N:3]=1.[C:18](Cl)([Cl:20])=[O:19]>C1(C)C=CC=CC=1>[Cl:20][C:18]([N:9]([C:4]1[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[N:5]=1)[C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[Cl:17])=[O:19]

Participants

4

Reactant 2

HCID 6371Phosgene2×HCID 10901598HCID 10901598, compound

Product 1

HCID 19813658HCID 19813658, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.0 g (0.018 mole) of N-(4,6-dimethyl-pyrimidin-2-yl)-2,5-dichloroaniline are dissolved in 100 ml of toluene and heated to reflux. A gentle stream of phosgene is then introduced for a period of 4 hours. The excess phosgene is blown out with nitrogen, and the toluene solution is washed cold with water, dried with magnesium sulfate and then concentrated by evaporation. 5.8 g (95.1%) of the title compound of formula ##STR20## are isolated in the form of crystals having a melting point of 121°-123° C.

Workup

  1. temperatureheated to reflux
  2. washthe toluene solution is washed cold with water
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-756574ecceb54c4db48d8af1c1eb9bfd
Source dataset
uspto-grants-1990_10
Patent number
US04966622

Reaction notes

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