4-Butylaniline → HCID 59151596, compound

Participants

Reaction Steps

To a solution of 2-cyano-2-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetamide (0.5 g) in ethanol (10 ml) was added 4-butylaniline (0.95 g) (Table 1-2, amine 69), and the mixture was stirred at room temperature for 17 hr. Triethylamine (0.65 g) was added, and the mixture was further stirred at room temperature for 5 hr. The reaction mixture was concentrated and dissolved in a mixture of dimethyl sulfoxide (5 ml)-water (5 ml), and the mixture was stirred at 80° C. for 3 hr. The reaction mixture was concentrated, the residue was purified by preparative HPLC, and the obtained fraction was treated with PL-HCO3 MP (200 mg cartridge, Polymer Laboratories) to give the title compound (0.15 g). HPLC purity 94%. MS m/z 304 (M+H+).

Provenance & Evidence