Carbon Disulfide → HCID 23294278, compound

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Reaction Steps

From a mixture of 1-[2-(3,4-diaminophenoxy)ethyl]-4-(4-chlorobenzyl)piperidine (1.30 g, 3.67 mmol), KOH (240 mg, 4.28 mmol) and CS2 (250 μL, 4.16 mmol) in EtOH (5 mL) and water (0.8 mL) was obtained 1.28 g (88%) of the title compound as a foam solid. 1H NMR (CDCl3): 1.38-1.68 (m, 5H), 2.09-2.17 (m, 2H), 2.481 (d, 2H, J=6.5), 2.851 (t, 2H, J=4.5), 3.18-3.21 (m, 2H), 4.142 (t, 2H, J=4.5), 6.561 (bs, 1H), 6.596 (d, 1H, J=8.5), 6.936 (d, 1H, J=8.5), 7.036 (d, 2H, J=8), 7.029 (d, 2H, J=8). 1H NMR (DMSO-d6): 12.360 (s, 1H), 12.402 (s, 1H). The hydrochloride, mp. 291-3° C. Analysis, Calcd. for C21H25ClN3OS: C 57.53, H 5.75, N 9.58; Found: C 57.82, H 5.65, N 9.44.

Provenance & Evidence