Réaction #1994287

Équation de réaction

Tin (II) chloride

1,2-dichloro-4-fluoro-5-nitrobenzene

sodium bicarbonate

→

title compound

4,5-Dichloro-2-fluorophenylamine

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températureto near reflux during the addition
2. 2
   Températureupon cooling
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe organic phase was washed several more times with water
5. 5
   Autredried
6. 6
   Filtrationfiltered
7. 7
   Concentrationconcentrated

Mode opératoire

Tin (II) chloride dehydrate (27.0 g, 119.6 mmol) was dissolved in ethanol and 1,2-dichloro-4-fluoro-5-nitrobenzene (5.0 g, 23.8 mmol) was added dropwise. Temperature rose to near reflux during the addition and was complete upon cooling. The reaction mixture was carefully added to saturated aqueous sodium bicarbonate and then extracted with ethyl acetate. The organic phase was washed several more times with water, dried, filtered and concentrated to give the title compound as a yellow solid: 1H NMR (CDCl3): δ 7.17 (d, 1H), 6.84 (d, 1H), 3.78 (br s, 2H).

Source