Extracurricular laboratory: Synthetic route of 103361-99-5

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Adding a certain compound to certain chemical reactions, such as: 103361-99-5, name is 7-Fluoro-2H-benzo[b][1,4]oxazin-3(4H)-one, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 103361-99-5, HPLC of Formula: C8H6FNO2

To a solution of 7-fluoro-4H-benzo[1,4]oxazin-3-one (3.00 g, 17.95 mmol) in concentrated H2SO4 (12 mL) at -10 C. was added a mixture of fuming nitric acid (1.131 g, 17.95 mmol, 0.75 mL) and concentrated H2SO4 (0.75 mL) dropwise, keeping the internal temperature below 0 C. After addition, the reaction mixture was stirred at -10 C. for 10 min. The reaction mixture was poured onto crushed ice (200 g) with care. The precipitate was collected by filtration, washed with water (50 mL) and dried in vacuo to give 7-fluoro-6-nitro-4H-benzo[1,4]oxazin-3-one as a light yellow solid (3.5 g, 92%). 1H NMR (DMSO-d6, 400 MHz): delta 11.02 (s, 1H), 7.61 (d, J=7.6 Hz, 1H), 7.23 (d, J=12.0 Hz, 1H), 4.77 (s, 2H).

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Reference:
Patent; Wang, Jianfei; Breinlinger, Eric C.; Barth, Martine; Friedman, Michael M.; Guillier, Fabrice; Argiriadi, Maria A.; Edmunds, Jeremy; Potin, Dominique; Hobson, Adrian D.; Wu, Wentao; Bonafoux, Dominique; Thomas, Didier; George, Dawn M.; Dai, Linlin; Zhang, Yang; US2014/206663; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics