These common heterocyclic compound, 939-80-0, name is 4-Chloro-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. COA of Formula: C7H3ClN2O2
6-Methoxybenzothiazol-2-amine (0.5 g, 2.8 mmol; Compound 8a) was suspended in aqueous potassium hydroxide solution and refluxed overnight. The reaction solution was cooled to room temperature and then added dropwise to a solution of 4-chloro-3-nitrobenzonitrile (0.51 g, 2.8 mmol; Compound 7a) in ethanol (20 mL)/acetic acid (50 mL) in a water bath. The reaction mixture was stirred for an additional 3 hours. The precipitate was filtered and washed with a 1:1 mixture of water:ethanol to give 4-((2-Amino-5-methoxyphenyl)thio)-3-nitrobenzonitrile (Compound 9a) as a red solid. (0.51 g, 60%). 1H NMR (CDCl3): delta=3.77 (s, 3H), 3.99 (b, 2H), 6.85 (d, 1H, J=8.4 Hz), 6.98 (m, 3H), 7.58 (d, 1H, J=8.7 Hz), 8.56 (s, 1H); mp 163.6-165.1 C.
The synthetic route of 4-Chloro-3-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Washington University; Tu, Zhude; Mach, Robert; Yu, Lihai; Kotzbauer, Paul; US2013/315825; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts