Reacción #87536

Ecuación de reacción

4-chloro benzonitrile

hydroxyl amine HCl

potassium carbonate

→

desired product

Rendimiento 40.4%

4-Chloro-N′-hydroxybenzimidamide

Rendimiento 40.4%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mass was refluxed for 10-12 h
2. 2
   OtroExcess of solvent was removed under vacuum
3. 3
   workup.ADDITIONthe residue was diluted with water
4. 4
   OtroPrecipitate obtained
5. 5
   Filtraciónwas filtered off
6. 6
   Otrosucked dried

Procedimiento

To a solution of 4-chloro benzonitrile (1.000 g, 7.26 mmol) in ethanol (20 mL) was added hydroxyl amine HCl (0.752 g, 10.90 mmol) and potassium carbonate (3.00 g, 21.80 mmol). The reaction mass was refluxed for 10-12 h. Excess of solvent was removed under vacuum and the residue was diluted with water, acidified with dilute HCl. Precipitate obtained was filtered off and sucked dried to afford 0.500 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 5.88 (br s, 2H), 7.42 (d, J=8.1 Hz, 2H), 7.68 (d, J=8.4 Hz, 2H), 9.70 (br s, 1H); MS (m/z): 171.13 (M+H)+.

Fuente