Dimethyl Sulfoxide → HCID 14480011, compound

HRID 231065Notes

Reaction equation

HRID 231065 reaction equation
CS(C)=O.[Cl:5][C:6]1[N:7]=[N:8][C:9](Cl)=[CH:10][CH:11]=1.[F:13][C:14]([F:23])([F:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21].C(=O)([O-])[O-].[K+].[K+]>O>[Cl:5][C:6]1[N:7]=[N:8][C:9]([O:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14]([F:13])([F:22])[F:23])=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 673313,6-DichloropyridazineHCID 679582-Trifluoromethylphenol

Product 1

HCID 14480011HCID 14480011, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

80 ml of a dimethylsulfoxide solution containing 3.50 g of 3,6-dichloropyridazine, 6.44 g of 2-trifluoromethylphenol and 3.58 g of potassium carbonate, was reacted at 100° C. for 2.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with ethyl acetate. The extract layer was dried over anhydrous sodium sulfate, and then ethyl acetate was distilled off. The residue was purified by silica gel column chromatography, whereby 5.96 g of 3-chloro-6-(2-trifluoromethylphenoxy) pyridazine was obtained.

Workup

  1. customwas reacted at 100° C. for 2.5 hours
  2. customAfter the completion of the reaction
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract layer was dried over anhydrous sodium sulfate
  5. distillationethyl acetate was distilled off
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-4ab744409fa143a5b9035e6e3cd642ab
Source dataset
uspto-grants-1989_07
Patent number
US04845093

Reaction notes

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