Hydrochloric Acid → Ethyl alpha-amino-9H-thioxanthene-9-acetate hydrochloride

Participants

Reaction Steps

Ethyl α-nitro-9H-thioxanthene-9-acetate (4.4 g, 13.4 mmol) is hydrogenated in 200 mL of ethanol and 13.5 mL of concentrated hydrochloric acid with 1.0 g of 20% palladium on carbon (51 psi, 28 hours). The filtered solution is stripped of solvent and the residual solid washed with dichloromethane, dried at 45° C./2 mm Hg. This gives 3.66 g of the title compound; mp 238°-240° C. An additional crop (0.41 g) is obtained after cooling the mother liquor; mp 233°-236° C.

Provenance & Evidence