HCID 69522449, compound → HCID 69521468, compound

Participants

Reaction Steps

To a mixture of 1-ethyl-5-[[(4-nitrophenyl)sulfanyl]methyl]-1,2,3,4-tetrazole and 2-ethyl-5-[[(4-nitrophenyl)sulfanyl]methyl]-1,2,3,4-tetrazole (4.2 g) was added acetic acid (42 ml), reduced iron (12.6 g) was added to the mixture, and the mixture was stirred for 40 hours at room temperature. The mixture was filtered with Celite, and the mixture was washed with ethyl acetate. The solvent was removed under reduced pressure, and the obtained residue was dissolved in ethyl acetate, and the mixture was washed with an aqueous solution of saturated sodium bicarbonate and saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 4-[[(1-ethyl-1,2,3,4-tetrazol-5-yl)methyl]sulfanyl]aniline (1.1 g) and 4-[[(2-ethyl-1,2,3,4-tetrazol-5-yl)methyl]sulfanyl]aniline (2.2 g).

Provenance & Evidence