These common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, 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. HPLC of Formula: C5H5N3
A 25 mL flask is charged with powdered KOH (211 mg, 3.23 mmol), DMSO (3 mL), purged with Argon and is cooled at 10CC with a water bath. A solution of 2-imidazol-1-ylacetonitrile (166 mg, 1.55 mmol) and CS2 (0.195 mL, 3.23 mmol) in DMSO (3 mL) is then added slowly to give an orange mixture. The cooling bath is removed and the reaction is stirred at room temperature for 30 minutes. A solution of [2-chloro-1-(2,5-dichloro-3-thienyl)ethyl] methanesulfonate (400 mg, 1.29 mmol) in DMSO (2 mL) isthen added dropwise. After 30 minutes, the reaction mixture is poured into H20 (15 mL). The aqueous phase is extracted with dichloromethane, the combined organic phases are washed with brine, dried with Na2504, filtered and evaporated to give a crude pale yellow residue. Purification by chromatography on silica gel (heptanes Iethyl acetate, 5:1-* 1:1 -* 1:3) afford (2E)-2-[4-(2,5-dichloro- 3-thienyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-yl-acetonitrile (Compound l.h.25) as a white solid. Mp =117-1 19CC. 1H-NMR (400 MHz, CDCI3): oe = 7.63 (s, 1H), 7.18 (s, 1H), 7.05 (t, J = 1.3 Hz, 1H), 6.96 (s,1H), 5.39 (dd, J= 5.2, 8.7 Hz, 1H), 3.74 (dd, J= 5.2, 11.9 Hz, 1H), 3.63 (dd, J= 8.7, 11.9 Hz, 1H). MS (ESI): m/z= 360, 362 (M+1).
The synthetic route of 2-(1H-Imidazol-1-yl)acetonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien Daniel Henri; MAITY, Pulakesh; JEANMART, Stephane Andre Marie; LAMBERTH, Clemens; WO2015/162269; (2015); A1;,
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