反应 #40349

ord-400cdce93deb4c6eb318c93910679f8e

反应方程式

NN
hydrazine
O=N[O-].[Na+]
NaNO2
Nc1ccc2[nH]c(=O)cc(C(F)(F)F)c2c1
6-amino-4-trifluoromethylquinolin-2(1H)-one
O.O.[Cl][Sn][Cl]
SnCl2.2H2O
NNc1ccc2[nH]c(=O)cc(C(F)(F)F)c2c1
6-Hydrazino-4-trifluoromethylquinolin-2(1H)-one

反应条件

温度
-1°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07727980B2uspto-grants-2010_06