Water → HCID 15538683, compound

HRID 1597178Notes

Reaction equation

HRID 1597178 reaction equation
[F:1][C:2]1[C:12]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[NH:15][C:14]2=O)=[C:11]([N+:25]([O-:27])=[O:26])[C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.[C:28](=[O:31])([O-])[O-].[K+].[K+].I[CH3:35].O>CN(C=O)C.C(OCC)(=O)C>[F:1][C:2]1[C:12]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:21])([F:23])[F:22])[N:15]([CH3:14])[C:28]2=[O:31])=[C:11]([N+:25]([O-:27])=[O:26])[C:5]2[N:6]([CH3:35])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20688825HCID 20688825, compound

Product 1

HCID 15538683HCID 15538683, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-[7-Fluoro-5-nitro-2H-1,4-benzoxazine-3(4H)-on-6-yl]-6-trifluoromethyl-2,4-(1H, 3H)-pyrimidinedione (1.0 g) was dissolved in DMF (20 ml) containing potassium carbonate (1.0 g) and iodomethane (0.5 ml). The mixture was stirred for 2 hr and then water (30 ml) and ethyl acetate (40 ml) were added. The organic phase was washed with water (15 ml×2) and brine (15 ml), then dried over sodium sulfate. Filtration and evaporation gave the title compound (0.9 g).

Workup

  1. washThe organic phase was washed with water (15 ml×2) and brine (15 ml)
  2. dry with materialdried over sodium sulfate
  3. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-a6c1c20939c140c89c874480bb0116ed
Source dataset
uspto-grants-2001_09
Patent number
US06294503B1

Reaction notes

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