Dinitrofluorobenzene → HCID 86591042, compound

Participants

Reaction Steps

A solution of the title B compound, 2-(2,4-dimethoxybenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (303 mg, 1.05 mmol) in dry 1,4-dioxane (5 mL) is treated with Cs2CO3 (342 mg, 1.05 mmol). 1-Fluoro-2,4-dinitrobenzene (197 mg, 1.05 mmol) is added and the mixture is stirred at RT for 16 h. The solvent is evaporated and the residue is partitioned between EtOAc and 1N aqueous HCl. The organic layer is dried over anhydrous Na2SO4 and concentrated. The residue is chromatographed on silica gel using 10%→100% EtOAc in hexanes as the eluent to afford 2-(2,4-dimethoxybenzyl)-5-(2,4-dinitrophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one as a yellow solid: [M−1]−=451.

Provenance & Evidence