Methyl iodide → 7-Methoxy-4-methyl-4H-benzo[1,4]oxazin-3-one

HRID 279936Notes

Reaction equation

HRID 279936 reaction equation
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([O:12][CH3:13])=[CH:11][C:5]=2[O:4][CH2:3]1.CI.[C:16](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:1]=[C:2]1[N:7]([CH3:16])[C:6]2[CH:8]=[CH:9][C:10]([O:12][CH3:13])=[CH:11][C:5]=2[O:4][CH2:3]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 116007707-Methoxy-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 233230137-Methoxy-4-methyl-4H-benzo[1,4]oxazin-3-oneYield 92%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the procedure of Example 1, 21.7 g of 3-oxo-7-methoxy-3,4-dihydro-2H-[1,4]benzoxazine and 19.88 g of methyl iodide were reacted in 600 ml of acetone in the presence of 19.32 g of solid potassium carbonate. The reaction was carried out, and the product isolated and purified by the procedure of Example 1 to yield 3-oxo-4-methyl-7-methoxy-3,4-dihydro-2H-[1,4]benzoxazine; yield=92%; molecular ion by mass spectrum=193.

Workup

  1. customthe product isolated
  2. custompurified by the procedure of Example 1

Sources & evidence

ORD record
ord-ff92bffa867c41b3a5582dbc3d2f30b7
Source dataset
uspto-grants-1986_05
Patent number
US04587336

Reaction notes

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