Synthetic Route of 5922-60-1, These common heterocyclic compound, 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, 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.
General procedure: To a solution of 2-cyano-4-chloroaniline 3g (19.6 mmol) in 30 mL of AcOH was added dropwise 1,2 mL (23.6 mmol) of bromine and the resulting mixture was stirred at 50 oC overnight. The resulting precipitate was filtered by suction on a glass frit, washed with H2O and dry under vacuum. The solid was then added by portion to a hot (50 oC) stirred solution of isoamyle nitrite 10 mL in 10 mL of DMF. After 10 min the mixture was cooled to room temperature and poured into 100 mL of HCl 3N, subject to extraction with AcOEt (3 X 40 mL), dry over Na2SO4 and concentrated on a rotary evaporator. Purification of the residue by column chromatography yielded 2.08g (49 %) 9c as a white solid1H NMR (CDCl3), d = 7.50 (t, 1H, J=2.0 Hz, CHAr); 7.60 (t, 1H, J=2.0 Hz, CHAr); 7.65 (t, 1H, J=2.0 Hz, CHAr). 13C NMR (CDCl3), d = 115.6 (1C, Cq); 166.4 (1C, Cq); 123.8 (1C, Cq); 131.0 (1C, CHAr); 133.4 (1C, CHAr).
Statistics shows that 2-Amino-5-chlorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 5922-60-1.
Reference:
Article; Alagille, David; Dacosta, Herve; Chen, Yelin; Hemstapat, Kamondanai; Rodriguez, Alice; Baldwin, Ronald M.; Conn, Jeffrey P.; Tamagnan, Gilles D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 11; (2011); p. 3243 – 3247;,
Nitrile – Wikipedia,
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