HCID 67551310, compound → HCID 69844672, compound

Participants

Reaction Steps

Ethyl 5-carbamoyl-2-nitrothiophene-3-acetate (600 mg, 2.33 mmol) was dissolved in aqueous dioxan (7 ml, 4:1 dioxan/water) and treated with reduced iron powder (1.55 g, 27.77 mmol) and iron sulfate heptahydrate (200 mg, 0.68 mmol). The reaction mixture was refluxed for 1 hour then filtered through celite filter-aid and washed through with ethyl acetate. The organic phase was washed with saturated sodium aqueous hydrogen carbonate and saturated aqueous sodium chloride. The organic phase was dried over magnesium sulfate and evaporated to a red/black viscous oil and then chromatographed on silica gel using hexane/ethyl acetate (1:2) as eluent to give 510 mg of ethyl 2-amino-5-carbamoylthiophene-3-acetate. MS(ES): m/e 229 [M+H].

Provenance & Evidence