反应 #2075727

反应方程式

lithium bis(trimethylsilyl)amide

4-chloro-2-fluoro-3-methoxybenzonitrile

2-propanol

HCl

→

title compound

收率 156.9%

4-Chloro-2-fluoro-3-methoxybenzamidine hydrochloride

收率 156.9%

溶剂

ether

THF

反应条件

后处理

1. 1
   workup.WAITUpon standing at 5° C. for 18 h
2. 2
   其他precipitated
3. 3
   过滤The precipitated product was collected by filtration
4. 4
   洗涤washed with ether
5. 5
   其他dried under vacuum

实验过程

4-chloro-2-fluoro-3-methoxybenzonitrile (3.0 g, 16 mmol) was dissolved in 7 mL dry THF and added dropwise to a 1M solution of lithium bis(trimethylsilyl)amide (18 mL, 18 mmol). After stirring at 25° C. for 5 h, the mixture was treated with 25 mL of 2-propanol saturated with gaseous HCl. Upon standing at 5° C. for 18 h, the mixture was diluted with 30 mL ether whereupon the product precipitated. The precipitated product was collected by filtration, washed with ether and dried under vacuum to give the title compound (3.0 g, 78.6% yield): 1H NMR (DMSO-d6) δ 9.70 (br d, 3H), 7.58 (m, 1H), 7.46 (m, 1H), 7.39 (br d, 1H), 3.96 (s, 3H).

来源