反应 #1121776

反应方程式

2-amino-3-bromo-5-phenylpyrazine

2-Amino-3-Bromo-5-phenylpyrazine

thiophenol

sodium hydride

→

title compound 18b

收率 79.0%

2-Amino-5-phenyl-3-phenylthiopyrazine

收率 79.0%

溶剂

DMF

反应条件

后处理

1. 1
   温度the mixture refluxed for 20 h
2. 2
   温度cooled
3. 3
   萃取extracted with EtOAc
4. 4
   洗涤The organic layer was washed with water
5. 5
   干燥dried over Na2SO4
6. 6
   过滤filtered
7. 7
   其他the solvent removed under reduced pressure
8. 8
   其他to get a crude that
9. 9
   其他was purified by flash chromatography

实验过程

To a cooled solution of thiophenol (0.10 mL, 1.00 mmol) in dry DMF (10 mL), sodium hydride (NaH) (0.025 g, 1.00 mmol) was added the resulting mixture was stirred for 15 min at 5-10° C. After this time 2-amino-3-bromo-5-phenylpyrazine 17b (0.25 g, 1.00 mmol) was added and the mixture refluxed for 20 h, cooled and extracted with EtOAc. The organic layer was washed with water, dried over Na2SO4, filtered and the solvent removed under reduced pressure to get a crude that was purified by flash chromatography using petroleum ether-EtOAc (60:40 v/v) as eluent, to obtain 0.22 g of the title compound 18b as a brown solid (mp 109-112° C., 79% yield). 1H-NMR (CDCl3): 4.92 (br s, 2H), 7.29-7.50 (m, 8H), 7.74-7.77 (m, 2H), 8.35 (s, 1H). MS (ESI): m/z 280 (M+H1).

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