Cyanuric chloride → HCID 20337589, compound

HRID 1706246Notes

Reaction equation

HRID 1706246 reaction equation
Cl.[C:2]([O:7][CH2:8][CH2:9][NH2:10])(=[O:6])[C:3]([CH3:5])=[CH2:4].[N:11]1[C:18]([Cl:19])=[N:17][C:15](Cl)=[N:14][C:12]=1[Cl:13].C(=O)(O)[O-].[Na+]>O.CC(C)=O>[C:2]([O:7][CH2:8][CH2:9][NH:10][C:15]1[N:17]=[C:18]([Cl:19])[N:11]=[C:12]([Cl:13])[N:14]=1)(=[O:6])[C:3]([CH3:5])=[CH2:4]

Participants

6

Reactant 3

HCID 7954Cyanuric chlorideHCID 75495Aminoethyl methacrylate hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 20337589HCID 20337589, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

To 194 g of 33% 2-aminoethyl methacrylate hydrochloride solution in water being stirred at 0°-5° C. was added 1 l of additional water followed by dropwise addition of a solution of 74 g (0.4 mole) of cyanuric chloride in 400 ml of acetone. To this mixture was added 67.2 g (0.8 mole) of sodium bicarbonate in portions over a 1 hr. period. The mixture was then stirred for an additional hour at room temperature. The reaction was again cooled to 0°-5° C. and the product was collected by filtration and dried in vacuo at room temperature to give 84.6 g. Recrystallization from a solution of 600 ml of benzene and 850 ml of ligroin with carbon decoloration yielded 56.6 g (mp 138°-140° C.).

Workup

  1. temperatureThe reaction was again cooled to 0°-5° C.
  2. filtrationthe product was collected by filtration
  3. customdried in vacuo at room temperature
  4. customto give 84.6 g
  5. customRecrystallization from a solution of 600 ml of benzene and 850 ml of ligroin with carbon decoloration
  6. customyielded 56.6 g (mp 138°-140° C.)

Sources & evidence

ORD record
ord-5bab2a8c040843a3a621fe5d7c33ecb9
Source dataset
uspto-grants-1980_06
Patent number
US04206279

Reaction notes

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