Hydrochloric Acid → HCID 19698376, compound

Participants

Reaction Conditions

Reaction Steps

A solution of diethyl 2-nitro-5-phthalimidomethylphenylmalonate in a mixture of concentrated hydrochloric acid (150 mL) and 1,4-dioxane (150 mL) was heated at 120° C. for 24 h. The solvents was removed in vacuo and the residual solid was dissolved in methanol (100 mL). To the solution was added thionyl chloride (11.8 g) at 0° C. The mixture was stirred for 2 h at 40° C. and the solvent and the excess reagent were removed in vacuo. The residue was washed with diethyl ether and dried to give 6.5 g of the title compound (quant): 1H NMR (CD3OD) δ8.18 (d, 1H, J=8.6 Hz), 7.63 (dd, 1H, J=8.6, 1.6 Hz), 7.56 (d, 1H, J=1.6 Hz), 4.23 (s, 2H), 4.09 (s, 2H), 3.69 (s, 3H).

Provenance & Evidence