Application of 75279-55-9,Some common heterocyclic compound, 75279-55-9, name is 2-Chloro-6-fluorophenylacetonitrile, molecular formula is C8H5ClFN, 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: Typical procedure exemplified by the synthesis of 2-amino-4-chlorobenzo-1-thiophene-3-carbonitrile (Table 1, entry 5a): To a N2 flushed, 500 mL, three necked round bottomed flask were added 2-chloro-6-fluorophenylacetonitrile (1e) (8.48 g, 50 mmol) and DMSO (100 mL). To the solution was added 60% sodium hydride (2.10 g, 52.5 mmol) portion wise under N2 at rt (slightly exothermic). After 30 min, the reaction mixture was cooled to 15C with cold water bath and O-ethyl carbonisothiocyanatidate (2) (5.65 mL, 50.0 mmol) was added drop wise. After 1 h, the reaction mixture was heated at 100C for 2 h. A solution of 5 N NaOH (50 mL) was added and the reaction mixture was stirred at 100C for 2 h. The suspension was cooled to rt with stirring and 700 mL of water was added. The mixture was then cooled to 15C. The suspension was filtered and house vacuum air dried for 18 h to give the crude product as ayellow solid (6.5 g).
The synthetic route of 75279-55-9 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Krishnananthan, Subramaniam; Smith, Daniel; Traeger, Sarah C.; Mathur, Arvind; Li, Jianqing; Tetrahedron Letters; vol. 56; 24; (2015); p. 3766 – 3768;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts