反応 #83375

反応方程式

4-aminothiophenol

4-Aminothiophenol

sodium hydride

Water

2-Chloropyridine

→

2-(4-aminophenylthio)pyridine

収率 10.0%

溶媒

DMF

反応条件

後処理

1. 1
   洗浄previously washed with hexane)
2. 2
   workup.STIRRINGthe reaction stirred at room temperature for 16 hr
3. 3
   抽出the product extracted with ethyl acetate
4. 4
   洗浄The solution was washed thoroughly with water
5. 5
   乾燥dried over sodium sulfate
6. 6
   濃縮concentrated
7. 7
   その他The product was purified by HPLC over silica gel
8. 8
   洗浄eluted with 30% ethyl acetate/hexane

実験手順

4-Aminothiophenol (0.065 moles, 8.1 g) in 275 ml DMF was stirred at room temperature for 1 hr with sodium hydride (0.065 moles previously washed with hexane). 2-Chloropyridine (0.06 moles, 6.8 g) was added and the reaction mixture was stirred for 6 hr. An additional 5.2 g of 4-aminothiophenol was added and the reaction stirred at room temperature for 16 hr. Water was added and the product extracted with ethyl acetate. The solution was washed thoroughly with water, dried over sodium sulfate and concentrated. The product was purified by HPLC over silica gel eluted with 30% ethyl acetate/hexane to yield 2-(4-aminophenylthio)pyridine 1.2 g, 10%. Mass spec (FD) 202. Calculated for C11H10N2S: C, 65.32; H, 4.98, N, 13.85 Found: C, 65.23; H, 5.09; N, 13.63.

出典