5-Chloro-2-methylphenyl isothiocyanate → HCID 53995114, compound

Participants

Reaction Steps

Glycinamide (10.08 g) and 5-chloro-2-methylphenyl-isothiocyanate (23 g) were heated at reflux in chloroform (300 mL) for 30 minutes. The mixture was then stirred at ambient temperature for 3 hours. The precipitated solid was collected by filtration, washed with chloroform and air dried to give 2-[3-(5-chloro-2-methylphenyl)-thioureido]-acetamide (28.5 g), m.p. 162°-1640° C. Mass spectrum (EI, M.+) m/z 257/259. 1H-NMR (DMSO-d6 ; 400 MHz) δ9.46 (s, 1 H), 7.83 (s, 1 H), 7.51 (d, 2 H), 7.24 (d, 1 H), 7.24 (d, 1 H), 7.18 (d, 1 H), 7.15 (m, 2 H), 4.06 (d, 2 H), and 2.16 ppm (s, 3 H).

Provenance & Evidence