Reference of 1735-88-2, A common heterocyclic compound, 1735-88-2, name is 2-Cyano-N-(4-fluorophenyl)acetamide, molecular formula is C9H7FN2O, 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: By applying a two-steps Gewald synthesis, a mixture of the appropriate 2-cyano-N-(substituted)acetamide (1.0 equiv), cycloheptanone (4.0 equiv), ammonium acetate (1.3 equiv), and glacial acetic acid (3.5 equiv) in benzene (10mL/mmol) was heated at reflux for 16h in a Dean-Stark apparatus. After cooling, the mixture was diluted with CHCl3 and then washed with H2O, 10% NaCO3 solution, and finally H2O. The organic layer was concentrated to dryness to afford the crude Knoevenagel product, which was used directly in the successive step without further purification. Thus, to the crude Knoevenagel product (1.0 equiv) dissolved in EtOH, sulfur (4.0 equiv) and N,N-diethylamine (4.0 equiv) were added. The mixture was maintained at 40-50C for 2h and then concentrated to dryness to yield a residue, which was treated with a mixture of cyclohexane/Et2O and filtered.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Desantis, Jenny; Nannetti, Giulio; Massari, Serena; Barreca, Maria Letizia; Manfroni, Giuseppe; Cecchetti, Violetta; Palu, Giorgio; Goracci, Laura; Loregian, Arianna; Tabarrini, Oriana; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 128 – 139;,
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