2-Ethylhexylamine → HCID 18671082, compound

HRID 1655824Notes

Reaction equation

HRID 1655824 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.[CH2:10]([CH:12]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:13][NH2:14])[CH3:11].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.O>[CH2:10]([CH:12]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:13][NH:14][C:2]1[N:1]=[C:8]([Cl:9])[N:7]=[C:5]([Cl:6])[N:4]=1)[CH3:11]

Participants

6

Reactant 3

HCID 77192-EthylhexylamineHCID 7954Cyanuric chlorideHCID 10340Sodium Carbonate

Product 1

HCID 18671082HCID 18671082, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent

Procedure

A solution of cyanuric chloride (0.2 mol, 36.8 g) in acetone (300 ml) is introduced dropwise into crushed ice (100 g) in a round-bottom flask, with vigorous stirring, followed by a solution of 2-ethylhexylamine in acetone (100 ml), while maintaining the temperature between 0° and 5° C., and finally a solution of sodium carbonate (11.2 g, 0.1 mol) in 300 ml of water. The mixture is left stirring for one hour at 0°-5° C. The oil is extracted with dichloromethane and the organic phase is washed with water and dried over sodium sulphate. After evaporation of the solvent, 2-(2-ethylhexylamino)-4,6-dichloro-s-triazine (52 g, yield=95%) having the following characteristics is obtained:

Workup

  1. temperaturewhile maintaining the temperature between 0° and 5° C.
  2. waitThe mixture is left
  3. extractionThe oil is extracted with dichloromethane
  4. washthe organic phase is washed with water
  5. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-865f6b0cdcdf4e1e846c84c3cf3124f1
Source dataset
uspto-grants-1993_10
Patent number
US05252323

Reaction notes

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