Triethylamine → 6-Chloro-3-(2,6-difluorophenyl)-[1,2,4]triazine

HRID 2085922Notes

Reaction equation

HRID 2085922 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[N:14]=[CH:13][C:12](=O)[NH:11][N:10]=1.O=P(Cl)(Cl)[Cl:18].C(N(CC)CC)C>O1CCOCC1>[Cl:18][C:12]1[N:11]=[N:10][C:9]([C:3]2[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=2[F:8])=[N:14][CH:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 227270193-(2,6-difluorophenyl)-[1,2,4]triazin-6(1H)-one

Product 1

HCID 227270216-Chloro-3-(2,6-difluorophenyl)-[1,2,4]triazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1 g of 3-(2,6-difluorophenyl)-[1,2,4]triazin-6(1H)-one is placed in 20 ml of dioxane and at room temperature 0.73 g of POCl3 is added. Then, within a period of 5 min, 0.48 g of triethylamine in 3 ml of dioxane is added dropwise and stirring is carried out at room temperature for 30 min. The reaction mixture is then poured into ice-water and extracted with ethyl acetate, and the organic phase is separated off and concentrated. In this way 6-chloro-3-(2,6-difluorophenyl)-[1,2,4]triazine is obtained in the form of a yellow oil. The crude product is reacted further without purification.

Workup

  1. additionis added
  2. waitis carried out at room temperature for 30 min
  3. extractionextracted with ethyl acetate
  4. customthe organic phase is separated off
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-52dd45e26af841d19b4dd7ea3e589ce2
Source dataset
uspto-grants-2004_04
Patent number
US06723720B2

Reaction notes

Loading…