Water → 6-[2-(4-Chlorophenyl)-vinyl]-3-(2,6-difluorophenyl)-[1,2,4]triazine

HRID 2085927Notes

Reaction equation

HRID 2085927 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH2:9][C:10]2[N:15]=[N:14][C:13]([C:16]3[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=3[F:23])=[N:12][CH:11]=2)=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[N:15]=[N:14][C:13]([C:16]3[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=3[F:23])=[N:12][CH:11]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 6101p-Toluenesulfonic acidHCID 227270251-(4-Chlorophenyl)-2-[3-(2,6-difluorophenyl)-[1,2,4]triazin-6-yl]-ethanol

Product 1

HCID 698886106-[2-(4-Chlorophenyl)-vinyl]-3-(2,6-difluorophenyl)-[1,2,4]triazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

140 mg of 1-(4-chlorophenyl)-2-[3-(2,6-difluorophenyl)-[1,2,4]triazin-6-yl]-ethanol and 10 mg of p-toluenesulfonic acid in 10 ml of toluene are boiled under reflux using a water separator for 2 h; the reaction mixture is then poured into water, and the toluene phase is separated off, dried with sodium sulfate and concentrated by evaporation. After recrystallisation of the residue from cyclohexane, the title compound having a melting point of 135-140° C. is obtained.

Workup

  1. temperatureunder reflux
  2. customthe toluene phase is separated off
  3. dry with materialdried with sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customAfter recrystallisation of the residue from cyclohexane
  6. customis obtained

Sources & evidence

ORD record
ord-f7d4e2104dcb41899358f67f555091b2
Source dataset
uspto-grants-2004_04
Patent number
US06723720B2

Reaction notes

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