Реакция #2075727

Уравнение реакции

lithium bis(trimethylsilyl)amide

4-chloro-2-fluoro-3-methoxybenzonitrile

2-propanol

HCl

→

title compound

Выход 156.9%

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

Выход 156.9%

Растворители

ether

THF

Условия реакции

Обработка

1. 1
   workup.WAITUpon standing at 5° C. for 18 h
2. 2
   Другоеprecipitated
3. 3
   ФильтрацияThe precipitated product was collected by filtration
4. 4
   Промывкаwashed with ether
5. 5
   Другоеdried under vacuum

Методика

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).

Источник