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

HRID 557125Notes

Reaction equation

HRID 557125 reaction equation
[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[CH:13][C:6]2[NH:7][C:8](=[O:12])[O:9][C:10](=[O:11])[C:5]=2[CH:4]=1.[H-].[Na+].I[CH3:20].O>CN(C)C=O>[CH3:1][O:2][C:3]1[C:14]([O:15][CH3:16])=[CH:13][C:6]2[N:7]([CH3:20])[C:8](=[O:12])[O:9][C:10](=[O:11])[C:5]=2[CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 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

Conditions

Temperature
0 °C

Procedure

9.00 g (40.3 mmol) 6,7-Dimethoxy-1H-benzo(d)(1,3)oxazine-2,4-dione were dissolved in 60 ml dried dimethylformamide and cooled to 0° C. 1.32 g (52.3 mmol) sodium hydride was added and the solution was stirred for 30 min at room temperature (Argon). After cooling to 0° C. again 7.42 g (3.27 ml, 52.3 mmol) iodomethane was added and stirred at room temperature for 1 h. 300 ml water was added and the residue is filtrated, rinsed with water and ethyl ether.

Workup

  1. additionwas added
  2. stirringstirred at room temperature for 1 h
  3. filtrationthe residue is filtrated
  4. washrinsed with water and ethyl ether

Sources & evidence

ORD record
ord-37d70d90dd754ccdbdb07acb37ebbd36
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Reaction notes

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