Ethanol → Ethyl pyrazinecarboxylate-4-oxide

Reaction equation

[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].OO.C([OH:16])C>C(O)(=O)C>[N:1]1[CH:6]=[CH:5][N+:4]([O-:16])=[CH:3][C:2]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

Procedure

Compound 26--Ethyl pyrazine carboxylate-4-oxide 3.4 g hydrogen peroxide (30%) was added in three portions over a period of 1 hour to a solution of 3.06 g of ethyl pyrazine carboxylate (prepared as above) in 15 ml of glacial acetic acid at 65° C. After stirring for 16 hours another 3.4 g hydrogen peroxide were added and the solution was stirred for 48 additional hours. The volume of the mixture was reduced, 30 ml of ethanol were added and the solution was filtered. The liquid was evaporated and the residue purified on silica gel with toluene/ethyl acetate to give 0.5 g (14.80) of white ethyl pyrazinecarboxylate-4-oxide; m.pt. 128° C.