Reaction #84069

Reaction equation

4-(6-hydroxyquinolin-2-yl)benzonitrile

NH2OH.HCl

→

desired product

Yield 78.0%

N-hydroxy-4-(6-hydroxyquinolin-2-yl)benzimidamide

Yield 78.0%

Solvents

EtOH

Conditions

Workup

1. 1
   Concentrationfollowed by concentration in vacuo
2. 2
   workup.STIRRINGstirred for 1 hour
3. 3
   FiltrationFiltration
4. 4
   Otherdrying of the solids

Procedure

See Scheme 4, route B. 4-(6-hydroxyquinolin-2-yl)benzonitrile (900 mg, 3.68 mmol) was dissolved in 25 mL of EtOH and to it was added NH2OH.HCl (500 mg, 7.36 mmol) and TEA (1.5 mL). The mixture was stirred at 80° C. for 2 hours followed by concentration in vacuo. The crude solids were then suspended in 25 mL of H2O and stirred for 1 hour. Filtration and drying of the solids yielded desired product (800 mg, 78% yield).

Source