Chloroform → HCID 21315224, compound

HRID 237108Notes

Reaction equation

HRID 237108 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[CH:10]=[N:11][C:12](=O)[NH:13][N:14]=2)[CH:4]=1.C(Cl)(Cl)[Cl:19].P(Cl)(Cl)(Cl)=O>CN(C)C=O>[Cl:19][C:12]1[N:13]=[N:14][C:9]([C:5]2[CH:4]=[C:3]([C:2]([F:17])([F:16])[F:1])[CH:8]=[CH:7][CH:6]=2)=[CH:10][N:11]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24813Phosphorus oxychlorideHCID 21315223HCID 21315223, compound

Product 1

HCID 21315224HCID 21315224, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 37.2 g. portion of 6-(α,α,α-trifluoro-m-tolyl)-1,2,4-triazin-3(2H)-one in 250 ml. of chloroform is refluxed overnight and then cooled. A 250 ml. portion of phosphorus oxychloride and 1.7 g. of N,N-dimethylformamide are added and the mixture is refluxed for 4.5 hours and then concentrated to a brown oil. This oil is dissolved in methylene chloride and poured into ice-water. The mixture is filtered through silica gel giving crystals which are recrystallized from hexane, giving 3-chloro-6-(α,α,α-trifluoro-m-tolyl)-1,2,4-triazine as reddish plates.

Workup

  1. temperaturecooled
  2. temperaturethe mixture is refluxed for 4.5 hours
  3. concentrationconcentrated to a brown oil
  4. dissolutionThis oil is dissolved in methylene chloride
  5. additionpoured into ice-water
  6. filtrationThe mixture is filtered through silica gel giving crystals which
  7. customare recrystallized from hexane

Sources & evidence

ORD record
ord-a346d08e51a544968b48a0187f4e3499
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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