Ammonia → N~2~-Cyclopropyl-N~4~-methyl-1,3,5-triazine-2,4,6-triamine

HRID 1448777Notes

Reaction equation

HRID 1448777 reaction equation
[CH:1]1([NH:4][C:5]2[N:10]=[C:9]([NH:11][CH3:12])[N:8]=[C:7](Cl)[N:6]=2)[CH2:3][CH2:2]1.[NH3:14].O1CCOCC1.C(=O)([O-])[O-].[K+].[K+]>O>[CH:1]1([NH:4][C:5]2[N:10]=[C:9]([NH:11][CH3:12])[N:8]=[C:7]([NH2:14])[N:6]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 20375556HCID 20375556, compound

Product 1

HCID 20375555N~2~-Cyclopropyl-N~4~-methyl-1,3,5-triazine-2,4,6-triamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 12.7 g of 2-cyclopropylamino-4-methylamino-6-chloro-s-triazine, 17.4 g of 28% aqueous ammonia solution and 30 ml of dioxan is heated at 140° C. in an autoclave for 4 hours. After cooling, the reaction mixture is poured into 350 ml of a solution, which has been cooled to 0° C., of potassium carbonate in water and extracted with 1:1 benzene/ether. After drying over sodium sulfate, the solvents are removed in vacuo and the residue is recrystallised from isopropanol/hexane; melting point 159°-162° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with 1:1 benzene/ether
  3. dry with materialAfter drying over sodium sulfate
  4. customthe solvents are removed in vacuo
  5. customthe residue is recrystallised from isopropanol/hexane

Sources & evidence

ORD record
ord-52cfecf7f1074ea0b6ced41da18bfabb
Source dataset
uspto-grants-1980_02
Patent number
US04187305

Reaction notes

Loading…