2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 68708930, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-methyl-7-trityl-1,4,5,7-tetrahydro-1,6,7-triaza-as -indacene-2,3-dicarboxylic acid 2-tert-butyl ester 3-ethyl ester VI (1.05 mmol) in 20 mL of dry dioxane under argon, DDQ (1.26 mmol) was added. The dark solution was heated at 100° C. for 4 h then the solvent was evaporated. The residue was dissolved in DCM, washed with water and with 20% aq sodium carbonate. The organic layers were dried (Na2SO4) and evaporated to dryness. The residue was purified by chromatography on silica gel (eluant: hexane/AcOEt 7:3) affording the title compound in 66% yield. ESI (+) MS: m/z 344 (MH+). 1H NMR: 1.34 (t, J=7.09, 3H), 1.59 (s, 9H), 4.12 (s, 3H), 4.33 (q, J=7.09, 2H), 7.44 (d, J=9.02, 1H), 7.90 (d, J=9.02, 1H), 8.47 (s, 1H), 13.43 (bs, 1H).

Provenance & Evidence