Réaction #992750

Équation de réaction

hydrochloric acid

2-amino-3-chloro-5-nitro-benzonitrile

sodium carbonate

→

title compound

Rendement 99.0%

2,5-Diamino-3-chloro-benzonitrile

Rendement 99.0%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate (3×50 mL)
2. 2
   SéchageThe combined organic phases were dried over sodium sulfate
3. 3
   Concentrationconcentrated in vacuo

Mode opératoire

Aqueous hydrochloric acid (12 M, 5.3 mL) was added slowly to a mixture of zinc dust (2.01 g) and 2-amino-3-chloro-5-nitro-benzonitrile (0.50 g) in tetrahydrofuran (40 mL). The reaction mixture was stirred for 2 hours, neutralized with saturated aqueous sodium carbonate (50 mL), and extracted with ethyl acetate (3×50 mL). The combined organic phases were dried over sodium sulfate and concentrated in vacuo to furnish 0.42 g (99% yield) of the title compound as a red solid. 1H NMR (500 MHz, DMSO-d6): 4.89 (s, 2H), 5.13 (s, 2H), 6.64 (d, 1H), 6.89 (d, 1H).

Source