Sodium Methoxide → HCID 15022709, compound

HRID 1197408Notes

Reaction equation

HRID 1197408 reaction equation
[CH3:1][O-:2].[Na+].[Cl:4][C:5]1[N:10]=[C:9]([C:11]([Cl:14])([Cl:13])[Cl:12])[CH:8]=[C:7](Cl)[N:6]=1>ClCCCl>[Cl:4][C:5]1[N:6]=[C:7]([O:2][CH3:1])[CH:8]=[C:9]([C:11]([Cl:14])([Cl:13])[Cl:12])[N:10]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 12572978HCID 12572978, compound

Product 1

HCID 15022709HCID 15022709, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

While stirring and within a period of 1 1/2 hours at 0° to 5° C., 293.1 g (1.692 mol) of a 30% strength sodium methylate solution was added to a solution of 434 g (1.692 mol) of 2,6-dichloro-4-trichloromethylpyrimidine in 1 liter of 1,2-dichloroethane. The mixture was stirred for 1 hour at 0° to 5° C. and for 12 hours at 25° C. The reaction mixture was then extracted with water and saturated sodium chloride solution. After drying over magnesium sulfate and evaporating down, there was obtained 423 g (95% of theory) of the title compound as an almost colorless oil of nD23 =1.5552. 1H-NMR (CDCl3) (ppm) OCH3 (s/3H) 4.1; CH (s/1H) 7.25.

Workup

  1. stirringThe mixture was stirred for 1 hour at 0° to 5° C. and for 12 hours at 25° C
  2. extractionThe reaction mixture was then extracted with water and saturated sodium chloride solution
  3. dry with materialAfter drying over magnesium sulfate
  4. customevaporating down

Sources & evidence

ORD record
ord-2422a474a5914c63afa0e08b2da2feb5
Source dataset
uspto-grants-1994_01
Patent number
US05276007

Reaction notes

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