Reaction #582219

Reaction equation

Dihexylamine

cyanuric chloride

sodium carbonate

→

2,4-dichloro-6-dihexylamino-1,3,5-triazine

Solvents

ethyl acetate

water

acetonitrile

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureto reflux for 16 h
3. 3
   Otherto col to ambient temperature
4. 4
   OtherThe phases were separated
5. 5
   Washthe organic phase was washed with brine
6. 6
   Dryingdried over magnesium sulfate
7. 7
   Concentrationconcentrated under reduced pressure
8. 8
   OtherThe crude material was purified by flash column chromatography through silica gel (elution with 3:1 hexanes:chloroform)

Procedure

Dihexylamine (6.3 mL, 27 mmol) was added to a mixture of cyanuric chloride (5.0 g, 27 mmol) and sodium carbonate (2.9 g, 27 mmol) in acetonitrile (50 mL). The reaction mixture was heated to reflux for 16 h and then allowed to col to ambient temperature. The mixture was diluted with ethyl acetate and water. The phases were separated and the organic phase was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The crude material was purified by flash column chromatography through silica gel (elution with 3:1 hexanes:chloroform) to afford 2,4-dichloro-6-dihexylamino-1,3,5-triazine.

Source