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

HRID 652227Notes

Reaction equation

HRID 652227 reaction equation
[CH3:1][O-:2].[Na+].[CH:4]1([C:7]2[N:12]=[C:11](C(Cl)(Cl)Cl)[N:10]=[C:9](C(Cl)(Cl)Cl)[N:8]=2)[CH2:6][CH2:5]1.[CH3:21][OH:22]>>[CH:4]1([C:7]2[N:12]=[C:11]([O:2][CH3:1])[N:10]=[C:9]([O:22][CH3:21])[N:8]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 201996132-Cyclopropyl-4,6-bis-trichloromethyl-1,3,5-triazine

Product 1

HCID 201996162-Cyclopropyl-4,6-dimethoxy-1,3,5-triazine

Procedure

8.1 g of sodium methylate are added to a solution of 71.2 g of 2-cyclopropyl-4,6-bis-(trichloromethyl)-1,3,5-triazine in 200 ml of methanol, and stirring is maintained for 5 hours at room temperature. The solution is then evaporated to dryness, and the residue is stirred up with 200 ml of ether. The resulting suspension is filtered and the filtrate is concentrated by evaporation. The residue crystallises, and is recrystallised from ether/hexane. The yield is 35.7 g of the above triazine, m.p. 68°-70° C.

Workup

  1. customThe solution is then evaporated to dryness
  2. stirringthe residue is stirred up with 200 ml of ether
  3. filtrationThe resulting suspension is filtered
  4. concentrationthe filtrate is concentrated by evaporation
  5. customThe residue crystallises
  6. customis recrystallised from ether/hexane

Sources & evidence

ORD record
ord-4eb23fa9961c49c593566147c90a99c6
Source dataset
uspto-grants-1987_06
Patent number
US04670559

Reaction notes

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