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

HRID 545290Notes

Reaction equation

HRID 545290 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-15819a85036c48fbbb4a570525659f7b
Source dataset
uspto-grants-2011_05
Patent number
US07935716B2

Reaction notes

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