Application of 7170-01-6, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
A solution of 2,4-difluorobenzonitrile (7.07 g, 50.8 mmol) and 3-methyl-1H-1,2,4-triazole (4.22 g, 50.8 mmol) in N,N-dimethylformamide (45 ml) was treated with powdered anhydrous potassium carbonate (10 g) and the resulting mixture was stirred at 22 C. for 18 h. The solid was then filtered and the filtrate was concentrated in vacuo. The residue was diluted with ethyl acetate, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated. The mixture containing the 2 and 4-triazolyl-benzonitriles was purified by a combination of chromatography on silica gel (elution gradient of ethyl acetate in hexane) and on reversed phase silica gel to give 1.86 g (18% yield) of Intermediate 5 and 0.526 g (5% yield) of Intermediate 6. Intermediate 5 4-Fluoro-2-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile: White crystals (ethyl acetate/hexanes); mp 117-118 C. 1H NMR (400 MHz, CDCl3) delta: 8.82 (1H, s), 7.84 (1H, dd, J=5.6, 8.6 Hz), 7.62 (1H, dd, J=2.5, 9.1 Hz), 7.24 (1H, m), 2.54 (3H, s). Anal. Calcd for C10H7FN4: C, 59.40; H, 3.49; N, 27.71. found: C, 59.25; H, 3.32; N, 27.81. Intermediate 6 4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzonitrile: White crystals (ethyl acetate-hexane); mp 120-121 C. 1H NMR (400 MHz, CDCl3) delta: 8.06 (1H, s), 7.91 (1H, dd, J=5.5, 8.6 Hz), 7.39 (1H, m), 7.30 (1H, dd, J=2.5, 8.1 Hz), 2.56 (3H, s). Anal. Calcd for C10H7FN4: C, 59.4; H, 3.49; N, 27.71. found: C, 59.35; H, 3.70; N, 27.77.
Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 7170-01-6.
Reference:
Patent; Bristol-Myers Squibb Company; US2007/112190; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics