1-methyl-5-(3-nitro-5-vinylphenyl)-1H-tetraazole → 3-Ethyl-5-(1-methyl-1H-tetrazol-5-yl)aniline

Participants

Reaction Steps

Pd(OH)2(3.0 g) was carefully wetted down under nitrogen with methanol then 1-methyl-5-(3-nitro-5-vinylphenyl)-1H-tetraazole (17.0 g) dissolved in 50 ml of methanol was added. Hydrogenated at 50 PSI for 4 hours. Worked up by filtering the reaction under nitrogen through fiberglass filter paper. The filtrate was stripped in vacuo to give 14.3 g of amber solids as product. NMR (300 MHz, CDCl3) δ 6.90 (s, 1H), 6.87 (s, 1H), 6.73 (s, 1H), 4.16 (s, 3H), 3.95 (bs, 2H), 2.65 (q, 2H, J=7 Hz), 1.22 (t, 3H, J=7 Hz).

Provenance & Evidence