Water → 2,4-Dichloro-6-phenoxy-1,3,5-triazine

HRID 1682080Notes

Reaction equation

HRID 1682080 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].O.[N:11]1[C:18]([Cl:19])=[N:17][C:15](Cl)=[N:14][C:12]=1[Cl:13]>C1(C)C=CC=CC=1>[Cl:13][C:12]1[N:11]=[C:18]([Cl:19])[N:17]=[C:15]([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 996PhenolHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 208072,4-Dichloro-6-phenoxy-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

An aqueous solution of 52 parts of phenol and 50 parts by volume of a 33% aqueous solution of sodium hydroxide in 250 parts of water is treated, at a temperature of between 30° and 35° C., with a solution of 92.5 parts of cyanuric chloride in 700 parts by volume of toluene, with thorough stirring. The reaction mixture is heated to 50° C. and stirred for a further 1 hour at this temperature. The organic phase is separated off and dried with magnesium sulfate and the bulk of the toluene is distilled off. The distillation residue is filtered off with strong suction and washed with twice 20 parts by volume of toluene. After drying under reduced pressure at 30° C., 80 parts of the compound 2,4-dichloro-6-phenoxy-1,3,5-triazine melting at 111 to 116° C. are obtained.

Workup

  1. customThe organic phase is separated off
  2. dry with materialdried with magnesium sulfate
  3. distillationthe bulk of the toluene is distilled off
  4. filtrationThe distillation residue is filtered off with strong suction
  5. washwashed with twice 20 parts by volume of toluene
  6. customAfter drying under reduced pressure at 30° C.

Sources & evidence

ORD record
ord-7f4b82b9118c41b28bb0ee3bace198d4
Source dataset
uspto-grants-1992_12
Patent number
US05175263

Reaction notes

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