Carbon Dioxide → 2,4-Dichloro-6-methoxy-3,5-triazine

HRID 268152

Reaction equation

HRID 268152 reaction equation
CO.[C:3](=[O:6])(O)[O-].[Na+].[N:8]1[C:15]([Cl:16])=[N:14][C:12](Cl)=[N:11][C:9]=1[Cl:10].C(=O)=O>O>[Cl:10][C:9]1[N:8]=[C:15]([Cl:16])[N:14]=[C:12]([O:6][CH3:3])[N:11]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 887MethanolHCID 7954Cyanuric chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 192672,4-Dichloro-6-methoxy-3,5-triazineYield 58%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 200 ml. of methanol and 25 ml. of water were added 33.6 g. (0.4 mole) of sodium bicarbonate and 36.8 g. (0.2 mole) of cyanuric chloride. This mixture was stirred at 30°C. for 30 minutes until the evolution of carbon dioxide had nearly ceased, and water was then added. The crystalline solid which separated was filtered, washed with water, and dried in a vacuum desiccator. The yield of crude 2,4-dichloro-6-methoxy-s-triazine was 10.5 g. (58% yield), m.p. 87°-89°C. After recyrstallization of the product from heptane, the m.p. was 88°-90°C.

Workup

  1. customThe crystalline solid which separated
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried in a vacuum desiccator

Sources & evidence

ORD record
ord-c8aa6fd4a7ce48969af0bb3859bf5e5d
Source dataset
uspto-grants-1976_03
Patent number
US03947374

Linked notes

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