2,6-Dichlorophenol → HCID 86633617, compound

HRID 1855337Notes

Reaction equation

HRID 1855337 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[OH:17].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>C(#N)C.[I-].[Na+]>[Cl:8][C:6]1[CH:7]=[C:2]([O:17][C:11]2[C:10]([Cl:9])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:16])[N:3]=[CH:4][N:5]=1

Participants

7

Reactant 4

HCID 68992,6-DichlorophenolHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 709434,6-Dichloropyrimidine

Product 1

HCID 86633617HCID 86633617, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 5238Sodium IodideCatalystHCID 6342AcetonitrileSolvent

Procedure

4,6-Dichloropyrimidine (149 mg, 1.0 mmol), 2,6-dichlorophenol (179 mg, 1.1 mmol), potassium carbonate (166 mg, 1.2 mmol), and sodium iodide (7.5 mg, 0.05 mmol) were stirred in acetonitrile (3 mL) at 20° C. under an atmosphere of nitrogen for 64 h. The reaction was poured onto 1N aqueous sodium hydroxide solution and extracted twice with diethyl ether. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure to give the title compound (195 mg, 71%) as a white solid.

Workup

  1. extractionextracted twice with diethyl ether
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3e36183829a24d2c8f0e770aa454d905
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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