Ammonium thiocyanate → HCID 125492223, compound

Participants

Reaction Steps

A solution of ammonium thiocyanate (7.3 mg, 0.096 mmol) and 1 (10.1 mg, 0.0318 mmol) in 0.29 g of MeCN was heated at 70° C. for 0.5 h. After cooling, the mixture was filtered through SiO2 with CH2Cl2 and the solvent was evaporated to give a pale yellow oil, whose purification by SiO2 column chromatography with 9:1 hexane/CH2Cl2 furnished pure 25c as colorless crystals (2.6 mg, 31%); m.p. 67.2-68.2° C. IR (ATR): {tilde over (v)}=3103, 2162, 1585, 1479, 1402, 1105, 1082, 837 cm-1. MS (GC, EI): m/z=261 [M+], 242 [M+-F], 153, 133. 1H NMR (500 MHz, CDCl3): δ=7.84 (d, J=8.8 Hz, 2H), 7.61 (d, J=8.8 Hz, 2H) ppm. 13C NMR (125 MHz, CDCl3): δ=154.0 (C), 129.6 (C), 128.7 (2CH), 127.8 (2CH), 108.6 (C) ppm. 19F NMR (470 MHz, CDCl3): δ=82.5 (quint, J=151 Hz, 1 F), 62.9 (d, J=151 Hz, 4 F) ppm.

Provenance & Evidence