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

HRID 979265Notes

Reaction equation

HRID 979265 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].O>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

5

Reactant 3

HCID 962WaterHCID 6595MethacrylamideHCID 65578Oxalyl chloride

Product 1

HCID 221576152-Isopropenyloxazoline-4,5-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A warm solution of methacrylamide (21.25 g) in dichloroethane (90 ml) was dropwise added in 1 hour to oxalyl chloride (34.5 g) kept at room temperature (20° C.) while stirring. The resultant mixture was cooled with water to room temperature. The produced 2-isopropenyloxazoline-4,5-dione hydrochloride (37 g) was collected by filtration under suction, washed with hexane and dried under reduced pressure. Decomposition temperature, 102° to 103° C.

Workup

  1. customkept at room temperature
  2. custom(20° C.)
  3. filtrationThe produced 2-isopropenyloxazoline-4,5-dione hydrochloride (37 g) was collected by filtration under suction
  4. washwashed with hexane
  5. customdried under reduced pressure
  6. customDecomposition temperature, 102° to 103° C.

Sources & evidence

ORD record
ord-64e3d682d440428bb2d0ee7518b8b301
Source dataset
uspto-grants-1987_05
Patent number
US04666993

Reaction notes

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