Methyl iodide → 3-methyl-2H-1,3-oxazine-2,6(3H)-dione

HRID 1873750Notes

Reaction equation

HRID 1873750 reaction equation
[O:1]1[C:6](=[O:7])[CH:5]=[CH:4][NH:3][C:2]1=[O:8].[C:9](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:9][N:3]1[CH:4]=[CH:5][C:6](=[O:7])[O:1][C:2]1=[O:8]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 732783-Oxauracil

Product 1

HCID 122062573-methyl-2H-1,3-oxazine-2,6(3H)-dioneYield 86.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

At room temperature, 1.50 g of 2H-1,3-oxazine-2,6(3H)-dione, 2.19 g of potassium carbonate and 3.77 g of methyl iodide were sequentially added to 30 ml of acetone, and the mixture was stirred for 10 hours under heat refluxing condition. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, and the resulting solid was dried to obtain 1.46 g of 3-methyl-2H-1,3-oxazine-2,6(3H)-dione represented by the formula:

Workup

  1. temperatureunder heat
  2. temperaturerefluxing condition
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe resulting solid was dried

Sources & evidence

ORD record
ord-36ef244875b741e89bf195fc32c3bf95
Source dataset
uspto-grants-2012_11
Patent number
US08304437B2

Reaction notes

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