Adding a certain compound to certain chemical reactions, such as: 452-92-6, name is 5-Bromo-2,4-difluoroaniline, belongs to bromides-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 452-92-6, category: bromides-buliding-blocks
Potassium o-ethyl carbondithioate (5.36 g, 33.5 mmol), 5-bromo-2,4- difluoroaniline (5.8 g, 27.9 mmol) were combined in dry N-methyl-2-pyrrolidone (NMP; 40 mL) and heated to 100C for 18 h. After cooling, the mixture was partitioned between EtOAc (50 mL) and water (30 mL). The aqueous, phase was extracted with EtOAc (30 mL) and the combined organic phases were washed water (2 x 25 mL), satd NaCl (25 mL), dried and concentrated to give the intermediate thiol (5.4 g) as a tan solid. This material was combined in methanol (120 mL) with nickel chloride hexahydrate (3.3 g, 14 mmol)and zinc powder (3.7 g, 56 mmol), heated to reflux and treated dropwise with concentrated HC1 (20 mL). The reaction mixture was heated for 2 h after the addition was complete. The cooled mixture was stirred with EtOAc (200 mL) and treated with concentrated aq ammonia until the pH was > 10. The organic phase was washed with satd NaCl (40 mL), dried and concentrated. Purification by chromatography with 0-40% EtOAc-hexanes gave the title compound as a yellow solid (3.2 g, 47%): mp 86-88 C; NMR (400 MHz, DMSO-d6) delta 9.44 (s, 1H), 8.47 (d, / = 6.3 Hz, 1H), 8.30 (d, J = 8.6 Hz, 1H); 19F NMR (376 MHz, DMSO-d6) delta -111.18; EIMS m/z 232.
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Reference:
Patent; DOW AGROSCIENCES LLC; BELL, Jared; BUYSSE, Ann M.; DAEUBLE, John F.; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; IRVINE, Nicholas M.; KISTER, Jeremy; LO, William C.; LOSO, Michael R.; LOWE, Christian T.; ROHANNA, John C.; SATCHIVI, Norbert M.; SIDDALL, Thomas L.; STEWARD, Kimberly M.; YERKES, Carla N.; (281 pag.)WO2019/84353; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary