反応 #337306

反応方程式

2-methoxy-3,4′-bipyridin-2′-amine

1,1′-thiocarbonyldipyridin-2(1H)-one

→

2′-isothiocyanato-2-methoxy-3,4′-bipyridine

収率 72.2%

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度The reaction was cooled to room temperature
2. 2
   その他chromatographed (Biotage: 10-100% ethyl acetate/hexanes)

実験手順

To 2-methoxy-3,4′-bipyridin-2′-amine (0.53 g, 2.63 mmol) in dichloromethane (20 mL) was added 1,1′-thiocarbonyldipyridin-2(1H)-one (0.62 g, 2.7 mmol) and the reaction mixture was stirred at 40° C. for 4 hours. The reaction was cooled to room temperature and chromatographed (Biotage: 10-100% ethyl acetate/hexanes) to yield 2′-isothiocyanato-2-methoxy-3,4′-bipyridine (0.46 g, 1.9 mmol, 71.8% yield). 1H NMR (500 MHz, DMSO-D6) δ ppm 8.67 (d, J=2.44 Hz, 1 H), 8.26 (dd, J=4.88, 1.53 Hz, 1 H), 8.15 (dd, J=8.24, 2.44 Hz, 1 H), 7.89 (dd, J=7.32, 1.53 Hz, 1 H), 7.48 (d, J=8.24 Hz, 1 H), 7.15 (dd, J=7.32, 4.88 Hz, 1 H), 3.91 (s, 3 H). MS (LC/MS) R.T.=2.87; [M+H]+=244.9.

出典