In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 63680-90-0 as follows. Formula: C3H5Cl2N3
A 4-neck, 500-mL round bottom flask was charged with 3-chloro-1H-pyrazol-4-amine.HCl (15 g, 128 mmol), THF (50 mL), and water (50 mL). Sodium bicarbonate (32.2 g, 383 mmol) was added in portions to control off-gassing, and the mixture was cooled to 5 C. Acryloyl chloride (12.44 mL, 153 mmol) was added at <20 C. and the reaction was stirred for 2 h, after which the reaction was diluted with water (100 mL) and EtOAc (100 mL). The organic layer was concentrated to dryness to afford a white solid, which was suspended in MTBE (50 mL) and stirred for 2 h. The suspension was filtered and the solid was rinsed with MTBE (50 mL) to afford the desired product, N-(3-chloro-1H-pyrazol-4-yl)acrylamide (IIa), as a white solid after drying (14.8 g, 68% yield), mp: 182 C. (decomposition). 1H NMR (400 MHz, DMSO-d6) delta 12.96 (s, 1H), 9.77 (s, 1H), 8.10 (s. 1H), 6.58 (dd, J=17.0, 10.2 Hz, 1H), 6.23 (dd, J=17.0, 2.1 Hz, 1H), 5.73 (dd, 10.2, 2.1 Hz, 1H). 13C NMR (101 MHz, DMSO-d6) delta 162.69, 130.76, 130.14, 126.62, 123.60, 116.53. ESIMS: m/z 172.0 ([M+H]+).
According to the analysis of related databases, 63680-90-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Dow AgroSciences LLC; Yang, Qiang; Lorsbach, Beth; Zhang, Yu; Walsh, Martin J.; Kister, Jeremy; (9 pag.)US2018/186752; (2018); A1;,
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