Methanol → 2-Chloro-4,6-dimethoxy-1,3,5-triazine

HRID 894828Notes

Reaction equation

HRID 894828 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1Cl.[C:10](=[O:13])(O)[O-].[Na+].[CH3:15][OH:16]>O>[CH3:15][O:16][C:2]1[N:4]=[C:5]([O:13][CH3:10])[N:7]=[C:8]([Cl:9])[N:1]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 7954Cyanuric chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

148 g. (0.8 moles) of cyanuric chloride at 30° C. were added to a suspension of 134 g. (1.6 moles) of sodium bicarbonate in a mixture of 400 ml. of methanol and 40 ml. of water. After reaction for seven hours the reaction mixture was extracted with methylene chloride, followed by washing with water until neutral, drying with MgSO4 and evaporating the solvent. After recrystallization from petroleum ether (boiling point 40° to 60° C.) 126 g. of 2,4-dimethoxy-6-chloro-1,3,5-triazine were obtained with a melting point between 74.2° and 76.2° C.

Workup

  1. customAfter reaction for seven hours the reaction mixture
  2. extractionwas extracted with methylene chloride
  3. washby washing with water until neutral,
  4. dry with materialdrying with MgSO4
  5. customevaporating the solvent
  6. customAfter recrystallization from petroleum ether (boiling point 40° to 60° C.) 126 g

Sources & evidence

ORD record
ord-80d3cb7e4b18405a8a7d70fc6a61421b
Source dataset
uspto-grants-1981_08
Patent number
US04284769

Reaction notes

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