Methyl iodide → 6,7-Dimethoxy-1-methyl-1H-benzo(d)(1,3)oxazine-2,4-dione

HRID 1297092Notes

Reaction equation

HRID 1297092 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]2[NH:11][C:10](=[O:12])[O:9][C:8](=[O:13])[C:7]=2[CH:14]=1.[H-].[Na+].[CH3:19]I>CN(C=O)C>[CH3:1][O:2][C:3]1[C:4]([O:15][CH3:16])=[CH:5][C:6]2[N:11]([CH3:19])[C:10](=[O:12])[O:9][C:8](=[O:13])[C:7]=2[CH:14]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 27584236,7-Dimethoxy-2H-3,1-benzoxazine-2,4(1H)-dione

Product 1

HCID 122232926,7-Dimethoxy-1-methyl-1H-benzo(d)(1,3)oxazine-2,4-dione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 500 mg (3.06 mmol) of 6,7-dimethoxy-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione (XV), in 6 ml of anhydrous DMF, add under an inert atmosphere 134 mg (3.37 mmol) of 60% NaH in oil. After 10 minutes at room temperature, add dropwise 219 μl (3.52 mmol) of MeI. Allow to stand at room temperature for 3 hours.

Workup

  1. waitto stand at room temperature for 3 hours

Sources & evidence

ORD record
ord-8eb49ff8dda44e8facbe32b14c08f5dd
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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