Réaction #1340587

Équation de réaction

hydrochloric acid

N-[2,6-dibromo-4-(1,2,2,3,3,3-hexafluoro-1-trifluoromethylpropyl)-phenyl]-3-nitro-4-(1,2,4-triazol-1-yl)benzamide

→

3-amino-N-[2,6-dibromo-4-(1,2,2,3,3,3-hexafluoro-1-trifluoromethylpropyl)-phenyl]-4-(1,2,4-triazol-1-yl)benzamide

Rendement 58.0%

Solvants

water

ethanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered through a silica gel pad
2. 2
   Concentrationthe filtrate concentrated
3. 3
   AutreThe residue was purified by column chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1:1)
4. 4
   Autreto give Compound No

Mode opératoire

To a solution of N-[2,6-dibromo-4-(1,2,2,3,3,3-hexafluoro-1-trifluoromethylpropyl)-phenyl]-3-nitro-4-(1,2,4-triazol-1-yl)benzamide (Example I2) (675 mg, 0.98 mmol) in a mixture of ethanol and water (20 ml and 4 ml, respectively) was added aqueous hydrochloric acid (37% w/v) (0.25 ml) and iron metal powder (5550 mg, 9.8 mmol). The reaction mixture was stirred at 80° C. for 1 hour. The mixture was filtered through a silica gel pad and the filtrate concentrated. The residue was purified by column chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1:1) to give Compound No. B4 of Table B (372 mg, 58% yield).

Source