Water → HCID 23313987, compound

HRID 1706247Notes

Reaction equation

HRID 1706247 reaction equation
Cl.[C:2]([NH:7][CH2:8][CH2:9][CH2:10][NH2:11])(=[O:6])[C:3]([CH3:5])=[CH2:4].O.[N:13]1[C:20]([Cl:21])=[N:19][C:17](Cl)=[N:16][C:14]=1[Cl:15].C(=O)(O)[O-].[Na+]>CC(C)=O>[C:2]([NH:7][CH2:8][CH2:9][CH2:10][NH:11][C:17]1[N:19]=[C:20]([Cl:21])[N:13]=[C:14]([Cl:15])[N:16]=1)(=[O:6])[C:3]([CH3:5])=[CH2:4]

Participants

6

Reactant 4

HCID 962Water2×HCID 7954Cyanuric chlorideHCID 516892Sodium BicarbonateHCID 103750052-Propenamide, N-(3-aminopropyl)-2-methyl-, hydrochloride (1:1)

Product 1

HCID 23313987HCID 23313987, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 71.6 g (0.4 mole) of 3-methacrylamidopropylamine hydrochloride in 400 ml. of water being stirred at 0°-5° C. was added dropwise a solution of 79 g (0.4 mole) of cyanuric chloride in 400 ml of acetone. To this mixture was then added in portions 67.2 g (0.8 mole) of sodium bicarbonate over the course of 1 hr. The mixture was stirred at room temperature for an additional hour and then 2 l of water was added. The product was collected by filtration and dried in vacuo at room temperature to yield 75.8 g. The product was recrystallized from 600 ml of ethyl acetate to give 53.2 g (46%) (mp 138°-140° C.).

Workup

  1. filtrationThe product was collected by filtration
  2. customdried in vacuo at room temperature
  3. customto yield 75.8 g
  4. customThe product was recrystallized from 600 ml of ethyl acetate
  5. customto give 53.2 g (46%) (mp 138°-140° C.)

Sources & evidence

ORD record
ord-d8333f9a2f6845c39933775a90768198
Source dataset
uspto-grants-1980_06
Patent number
US04206279

Reaction notes

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