Sodium Methoxide → HCID 15022709, compound

HRID 232515Notes

Reaction equation

HRID 232515 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

293.1 g (1.692 mol) of 30% strength sodium methylate solution were added to a solution of 434 g (1.692 mol) of 2,6-dichloro-4-trichloromethylpyrimidine in 1 l of 1,2-dichloroethane in the course of 11/2 hours at from 0° to 5° C. while stirring. Stirring was continued for 1 hour at from 0° to 5° C. and for 12 hours at 25° C. The reaction mixture was extracted with water and with saturated sodium chloride solution. Drying over magnesium sulfate and evaporating down gave 423 g (95% of theory) of the title compound as a virtually colorless oil of nD23 =1.5552. 1H-NMR (CDCl3) (ppm OCH3 (s/3H) 4.1; CH (s/1H) 7.25.

Workup

  1. stirringStirring
  2. extractionThe reaction mixture was extracted with water and with saturated sodium chloride solution
  3. dry with materialDrying over magnesium sulfate
  4. customevaporating down gave 423 g (95% of theory) of the title compound as a virtually colorless oil of nD23 =1.5552

Sources & evidence

ORD record
ord-0c7ebe2e566d43e1bc81b55a6e607deb
Source dataset
uspto-grants-1997_01
Patent number
US05591694

Reaction notes

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