Hydrochloric Acid → HCID 61438572, compound

Participants

Reaction Steps

To a suspension of (5-chloro-thiophen-2-ylmethyl)-(methyl)-(3-methyl-4-nitrophenyl)-amine (1.85 g, 6.23 mmol) and iron powder (2.09 g, 37.4 mmol) in ethanol (60 mL) was added 6 N HCl (12.5 mL, 75 mmol), and the mixture was stirred vigorously at +60° C. for 50 minutes. It was then poured into saturated aqueous sodium bicarbonate (200 mL) to which enough sodium carbonate was added to attain a pH>10. The resulting mixture was extracted with ethyl acetate (200 mL, then 2×100 mL), the extract was dried over sodium sulfate and volatiles were evaporated. The residue was purified on a FlashMaster system (silica, eluted with heptane/ethyl acetate mixtures) to yield the title compound as a brown oil (1.51 g, 91%).

Provenance & Evidence