Reacción #40349

Ecuación de reacción

hydrazine

NaNO2

6-amino-4-trifluoromethylquinolin-2(1H)-one

SnCl2.2H2O

→

6-Hydrazino-4-trifluoromethylquinolin-2(1H)-one

Disolventes

water

HCl

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGwas stirred at −1° C. for 2 h
2. 2
   Otrokept in a refrigerator at −1° C. until it
3. 3
   workup.WAITcan be stored for at least one month without decomposition

Procedimiento

In a 250 mL r.b. flask a suspension of 6-amino-4-trifluoromethylquinolin-2(1H)-one (structure 8 of Scheme II, where R1=trifluoromethyl) (2.28 g, 10 mmol) in 10 mL conc. HCl was cooled to −1° C. and a solution of NaNO2 (0.40 g, 12 mmol) in water (5 mL) was added dropwise in 20 min. The dark yellow suspension was stirred at −1° C. for 1 h and then a solution of SnCl2.2H2O (5.2 g, 15 mmol) in conc. HCl (10 mL) was added dropwise in 10 min. The light yellow suspension of the hydrazine was stirred at −1° C. for 2 h and then used directly or kept in a refrigerator at −1° C. until it was used (the crude compound can be stored for at least one month without decomposition).

Fuente