These common heterocyclic compound, 6393-40-4, name is 4-Amino-3-nitrobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 6393-40-4
General procedure: To a suspension of 2-Nitroanilines 2a-2g (10mmol) in water (5mL) and hydrochloric acid (37%, 2.5mL), a solution of sodium nitrite (0.74g, 10.75mmol) in water (4mL) at 0C was added dropwise. The mixture was stirred for 1h, diluted with water (30mL) and made acid with concentrated hydrochloric acid (2mL). In the case of 2b,f the reactions were carried out at room temperature. To this solution, freshly distilled 2,5-dimethyl-3-oxo-2,3-dihydrofuran [36] (1.24g, 11mmol) was added and the mixture was stirred for 1h at room temperature. The crude residue was collected by filtration. After drying, it was purified by column chromatography using a dichloromethane/ethyl acetate mixture in gradient as eluent and recrystallized from ethanol.
The synthetic route of 4-Amino-3-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Article; Mingoia, Francesco; Di Sano, Caterina; Di Blasi, Francesco; Fazzari, Marco; Martorana, Annamaria; Almerico, Anna Maria; Lauria, Antonino; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 345 – 356;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts