Chloroform → 3-Chloro-6-(o-chlorophenyl)-1,2,4-triazine

HRID 237100Notes

Reaction equation

HRID 237100 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[N:10][C:11](=O)[NH:12][N:13]=1.C(Cl)(Cl)[Cl:16].P(Cl)(Cl)(Cl)=O>CN(C)C=O>[Cl:16][C:11]1[N:12]=[N:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[CH:9][N:10]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24813Phosphorus oxychlorideHCID 125812876-(o-chlorophenyl)-1,2,4-triazin-3(2H)-one

Product 1

HCID 125812883-Chloro-6-(o-chlorophenyl)-1,2,4-triazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 53 g. of 6-(o-chlorophenyl)-1,2,4-triazin-3(2H)-one in 400 ml. of chloroform is cooled in an ice bath and 400 ml. of phosphorus oxychloride is added followed by 3 g. of N,N-dimethylformamide. The mixture is refluxed overnight and treated as described in Example 12, giving 3-chloro-6-(o-chlorophenyl)-1,2,4-triazine as white needles.

Workup

  1. additionA suspension of 53 g
  2. temperatureThe mixture is refluxed overnight
  3. additiontreated

Sources & evidence

ORD record
ord-4e83232dfe3a455abe347a94cf3a2b3e
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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