Methacrylamide → 2-Isopropenyloxazoline-4,5-dione hydrochloride

HRID 622228

Reaction equation

HRID 622228 reaction equation
[C:1]([NH2:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7](Cl)(=[O:11])[C:8]([Cl:10])=[O:9]>ClC(Cl)C>[ClH:10].[C:2]([C:1]1[O:5][C:7](=[O:11])[C:8](=[O:9])[N:6]=1)([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 6595Methacrylamide2×HCID 65578Oxalyl chloride

Product 1

HCID 221576152-Isopropenyloxazoline-4,5-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

In Example 4, methacrylamide was added portionwise to oxalyl chloride while stirring, whereby the reaction proceeded with generation of heat. At the stage that addition of 10 g of methacrylamide was completed, the reaction mixture was solidified. Dichloroethane (100 ml) was added thereto. The produced crystals were collected by filtration, washed and dried under reduced pressure to give 2-isopropenyloxazoline-4,5-dione hydrochloride.

Workup

  1. temperatureof heat
  2. filtrationThe produced crystals were collected by filtration
  3. washwashed
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ea915ce26fbc40f5abfc4ed8b28426ce
Source dataset
uspto-grants-1988_09
Patent number
US04769485

Linked notes

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