反応 #57843

反応方程式

4-tert-Butyl-N-[4-chloro-2-(2-chloro-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide

sodium thiomethoxide

→

4-tert-Butyl-N-[4-chloro-2-(2-methylsulfanyl-pyridine4-carbonyl)-phenyl]-benzenesulfonamide

溶媒

THF

反応条件

後処理

1. 1
   濃縮The solvent was concentrated to about 2 mL
2. 2
   workup.ADDITIONadded to 5 mL cold 1M HCl
3. 3
   ろ過The light yellow solid precipitate was collected by filtration and product
4. 4
   その他was purified by HPLC

実験手順

4-tert-Butyl-N-[4-chloro-2-(2-chloro-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide (475 mg, 1.0 mmol) was dissolved in 10 mL dry THF and treated with solid sodium thiomethoxide (355 mg, 5 mmol) and the mixture heated at 70° C. for 16 h. The solvent was concentrated to about 2 mL and added to 5 mL cold 1M HCl. The light yellow solid precipitate was collected by filtration and product was purified by HPLC. 1H-NMR (400 MHz, CDCl3): δ 1.26 (s, 9H), 2.61 (s, 3H), 6.86 (d, 1H, J=5.2 Hz), 7.18 (s, 1H), 7.28 (d, 1H, J=2.4 Hz), 7.39 (d, 2H, J=8.8 Hz), 7.51 (dd,1H, J=8.8 Hz, 2.4 Hz), 7.67 (m, 2H), 7.76 (d, 1H, J=8.8 Hz), 8.56 (d, 1H, J=5.2 Hz), 10.13 (s, 1H). MS: m/z476.1 (M++1).

出典