876-31-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 876-31-3, name is 4-(Cyanomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
General procedure: A solution of 10 (4 mmol, 1 equiv.), appropriate 4-cyanophenylacetonitrile (5.24 mmol, 1.3 equiv.),and anhydrous DMF (10 mL) was stirred for 0.5 h at 15 C under N2. Then, NaH (13.71 mmol; 60%dispersion in mineral oil, 2 equiv.) was added portion-wise at 15 C. Then, the mixture was stirredat 15 C for another 2 h, warmed to room temperature, and then reacted for 48-72 h (monitored byTLC). The resulting mixture was poured into a saturated ammonium chloride solution. The precipitatewas collected by filtration and the residue was then purified via column chromatography on silica gel,eluting with EtOAc/petroleum ether (1:3) to obtain compounds A1-A12 and B1-B6 as white or yellowsolids. Full characterization data for all final compounds can be found in the Supporting Information. 4-(4-(cyano-(4-cyanophenyl)methyl)-pyrimidin-2-ylamino)benzonitrile (A1) Yield = 87%. mp:243.2-244.7 C. 1H NMR (400 MHz, THF-d8) 9.39 (s, NH), 8.40 (d, J = 5.0 Hz, 1H), 7.80 (d, J = 8.7 Hz,2H), 7.68 (d, J = 8.2 Hz, 2H), 7.58 (d, J = 8.2 Hz, 2H), 7.48 (d, J = 8.7 Hz, 2H), 6.86 (d, J = 5.0 Hz, 1H), 5.53(s, 1H). 13C NMR (101 MHz, THF-d8) 163.6, 159.6, 159.3, 143.8, 139.0, 132.4 (2C), 132.2 (2C), 128.6 (2C),120.3, 118.2 (2C), 117.1, 116.8, 112.5, 110.4, 104.3, 43.5. HRMS (ESI): m/z calcd for C20H12N6 [M H]+335.1051, found 335.1053.
The synthetic route of 876-31-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Chen, Fen-Er; Li, Ting-Ting; Pannecouque, Christophe; Zhuang, Chun-Lin; de Clercq, Erik; Molecules; vol. 25; 7; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts