Water → HCID 15451969, compound

HRID 725805Notes

Reaction equation

HRID 725805 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].Cl[C:14]1[CH:19]=[C:18](Cl)[N:17]=[CH:16][N:15]=1.[C:21](=[O:24])([O-])[O-].[K+].[K+].O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:14]2[CH:19]=[C:18]([O:24][C:21]3[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:9]([F:12])([F:11])[F:10])[CH:4]=3)[N:17]=[CH:16][N:15]=2)=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 805204-Chloro-3-(trifluoromethyl)phenol

Product 1

HCID 15451969HCID 15451969, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-Chloro-3-trifluoromethylphenol (10.0 g, 0.051 mol) and 4,6-dichloropyrimidine (3.7 g, 0.025 mol) were heated to 60° C. in dimethylsulphoxide (75 ml) with potassium carbonate (10 g) under nitrogen for 12 hours. The mixture was then poured into water and the product extracted into diethyl ether. The organic layer was dried using Na2 SO4, filtered and concentrated. The product, 4,6-bis(4-chloro-3-tri-fluoromethylphenoxy)pyrimidine, was obtained by column chromatography (eluting with 5:1, hexane:ethyl acetate) and recrystallization (diethyl ether/hexane). Yield 11.0 g (94%); melting point 111° C.

Workup

  1. extractionthe product extracted into diethyl ether
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0668dd50dc07413bb1d243e1234a4e9a
Source dataset
uspto-grants-1998_01
Patent number
US05707995

Reaction notes

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