Electric Literature of 38487-86-4,Some common heterocyclic compound, 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.
The commercially available 2-amino-4-chlorobenzonitrile (1 eq., 200 mg, 1.25 mmol) , NaN3 (1.37 eq., I l l mg, 0.06 mL, 1.71 mmol) and triethylamine hydrochloride (1.37 eq., 235 mg, 1.71 mmol) were dissolved in toluene (5 mL) and stirred at 80-100C overnight. The solution was allowed to cool to room temperature and water (5 mL) was then added (three times). The aqueous phases were reunified and acidified with concentrated HC1 to give a precipitate. The precipitate was filtered off and dried to give the 5-chloro-2-(lH- l,2,3,4-tetrazol-5-yl)aniline as a brown solid (195 mg, 80%). NMR (400MHz, d6-DMSO): 7.72 (d, 1H, J = 8.4 Hz), 6.96 (d, 1H, J = 2 Hz), 6.73 (dd, 1H, J = 8.4 -2 Hz) 13C NMR (100MHz, d6-DMSO): 148.52, 136.24, 129.73, 115.34, 115.09
The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); UNIVERSITE DE MONTPELLIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS); UNIVERSITE DE STRASBOURG; VALMIER, Jean; LEYRIS, Jean-Philippe; ROGNAN, Didier; SCHMITT, Martine; (80 pag.)WO2016/16370; (2016); A1;,
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