4,6-Dichloropyrimidine → 4-Chloro-6-methoxypyrimidine

HRID 1378403Notes

Reaction equation

HRID 1378403 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH3:9][O-:10].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([O:10][CH3:9])[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 709434,6-DichloropyrimidineHCID 10942334Sodium Methoxide

Product 1

HCID 10515094-Chloro-6-methoxypyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

22.4 g (0.15 mol) of 4,6-dichloropyrimidine were introduced into 250 ml of methanol. 27 g of a 30% strength sodium methylate solution were added dropwise at 0° C. After concentration, the mixture was worked up using a water/methylene chloride mixture. 15.0 g (69.2% of theory) of yellow crystals were obtained; m.p. 32°-34° C.

Workup

  1. concentrationAfter concentration
  2. custom15.0 g (69.2% of theory) of yellow crystals were obtained

Sources & evidence

ORD record
ord-f79f5b36df3741d380c8a14d7059b8fc
Source dataset
uspto-grants-1997_09
Patent number
US05668140

Reaction notes

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