Water → 4-Cyclopropyl-6-methoxy-1,3,5-triazin-2-amine

HRID 462344Notes

Reaction equation

HRID 462344 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[N:5]=[C:4](C(Cl)(Cl)Cl)[N:3]=1.[CH3:15][O-:16].[Na+].O>CO>[NH2:1][C:2]1[N:7]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[N:5]=[C:4]([O:16][CH3:15])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 20199615HCID 20199615, compound

Product 1

HCID 27265914-Cyclopropyl-6-methoxy-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

25.3 g of 2-amino-4-cyclopropyl-6-trichloromethyl-1,3,5-triazine are added to a solution of 10.8 g of sodium methylate in 50 ml of methanol, and the mixture is stirred at 60° C. for 80 minutes. There are added 300 ml of water, and the formed suspension is filtered. The filter residue is suspended twice in 100 ml of acetyl acetate each time, and again filtered. The organic phases are collected, dried over magnesium sulfate and concentrated by evaporation to thus obtain an oil, which crystallises when stirred up in ether. The yield is 6.7 g of the title compound, m.p. 158°-159° C.

Workup

  1. filtrationthe formed suspension is filtered
  2. filtrationagain filtered
  3. customThe organic phases are collected
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated by evaporation
  6. customto thus obtain an oil, which
  7. customcrystallises when
  8. stirringstirred up in ether

Sources & evidence

ORD record
ord-702aed28a5ad4b1f81db9fb2b11a1601
Source dataset
uspto-grants-1985_05
Patent number
US04515626

Reaction notes

Loading…