Diacetoxyiodosobenzene → 6-Oxo-1,6-dihydro-[1,2,4]triazine-5-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[C:11](=[O:12])[NH:10][N:9]=[CH:8][NH:7]1)=[O:5])[CH3:2].C(OC1C(OC(=O)C)=C(I=O)C=CC=1)(=O)C>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[NH:10][N:9]=[CH:8][N:7]=1)=[O:5])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
6-Oxo-1,4,5,6-tetrahydro-[1,2,4]triazine-5-carboxylic acid ethyl ester (329 mg, 1.92 mmol) was dissolved in ethanol (9 ml) and diacetoxyiodosobenzene (644 mg, 1.99 mmol) was added in one portion. After 2 h at ambient temperature all volatiles were removed and the remaining residue was purified by column chromatography (silica gel, heptane/ethyl acetate 70:30 to 50:50) to give the title compound (209 mg, 1.24 mmol; 64%) as yellow solid. MS: m/e=170.1 [M+H+].