Hydrochloric Acid → HCID 46850699, compound

Participants

Reaction Steps

2-Nitro-8-phenyloctan-3-one (0.025 g, 0.10 mmol) reacted with concentrated HCl (0.50 mmol) and palladium, 5 wt. % on activated carbon (0.043 g, 0.020 mmol) under H2, then reacted with cyanamide (0.021 g, 0.50 mmol) according to the general procedure. Purification by column chromatography gave 0.010 g (41%) over two steps as a yellow oil: 1H NMR (300 MHz, CD3OD) δ 7.22 (m, 2H), 7.14 (m, 3H), 2.59 (t, J=7.5 Hz, 2H), 2.42 (t, J=6.9 Hz, 2H), 2.01 (s, 3H) 1.60 (m, 4H), 1.31 (m, 2H) ppm; 13C NMR (75 MHz, CD3OD) δ 146.2, 142.5, 128.3, 128.1, 125.5, 121.9, 117.5, 35.5, 31.1, 28.6, 28.1, 22.9, 7.5 ppm; IR νmax (cm−1) 3169, 2929, 2857, 1680, 1453, 1020, 749, 700; HRMS (FAB) calcd for C15H21N3 (MH+) 244.1808, found 244.1814.

Provenance & Evidence