Phenylhydrazine hydrochloride → HCID 67358882, compound

Participants

Reaction Steps

A mixture of 4-cyano-cyclohexanone (0.48 g, 3.9 mmol) and phenylhydrazine hydrochloride (0.42 g, 3.9 mmol) in glacial acetic acid (5 ml) is stirred at reflux for 1 h. The solvent is evaporated and the residue chromatographed on silica gel (heptane/EtOAc 2:1) to deliver the title compound as a brownish solid (158 mg) in 50% yield. tR (LC-5) 0.91 min; ESI-MS (positive ion): m/z 197.10 [M+H]+ (calcd 196.25 for C13H12N2). 1H-NMR (CDCl3): 2.25 (m, 2H); 2.96 (m, 5H); 7.14 (m, 2H); 7.30 (d, J=7.7 Hz, 1H); 7.45 (d, J=7.1 Hz, 1H); 7.79 (br s, 1H).

Provenance & Evidence