Reference of 453565-55-4,Some common heterocyclic compound, 453565-55-4, name is 5-Fluoroisophthalonitrile, molecular formula is C8H3FN2, 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: A mixture of aryl fluoride (51 a-d) (2.0 mmol), 5-chloro-2-methoxyphenol a (50 a) (0.32 g, 2.0 mmol) or 4-chloro-2-methoxyphenol (50 b) (0.32 g, 2.0 mmol) in DMSO (3.0 mL) and anhydrous K2C03 (0.41 g, 3.0 mmol) was heated at 120 C for 5 h. The mixture was poured into ice water and extracted with EtOAc (3 x 50 mL). The organic layer was sequentially washed with brine (2 x 75 mL), dried over anhydrous Na2S04, and concentrated in vacuo. The residue was purified by column chromatography to give 52 a-e and 36. 5-(5-chloro-2-methoxyphenoxy)isophthalonitrile (52 a): (0.28g, 50%) *H NMR (500 MHz, CDC13) 8 7.59 (d, J= 1.28 Hz, 1H), 7.32 (d, J= 1.32 Hz, 2H), 7.30 – 7.25 (m, 1H), 7.12 (d, J= 2.37 Hz, 1H), 6.99 (d, J= 8.84 Hz, 1H), 3.77 (s, 3H). 13C NMR (126 MHz, CDC13) delta 158.66, 150.14, 128.69, 127.30, 126.07, 123.27, 122.98, 118.60, 118.53, 116.32, 115.01, 113.97, 56.10.
The synthetic route of 453565-55-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; YALE UNIVERSITY; WO2013/56003; (2013); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts