Adding a certain compound to certain chemical reactions, such as: 14064-10-9, name is Diethyl 2-chloromalonate, belongs to esters-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 14064-10-9, Application In Synthesis of Diethyl 2-chloromalonate
3-Bromobenzenecarbothioamide (1.00 g, 4.62 mmol) and diethyl chloropropanedioate (1.0 mL, 6.0 mmol) were dissolved in dioxane (35 mL). The mixture was heated at 80¡ãC and stirred overnight, whereupon the solvent was removed under vacuum. Ethyl 2-(3-bromophenyl)-4-hydroxy-1 ,3-thiazole-5-carboxylate was obtained as a yellow solid (1.09 g, 72percent) by trituration in acetonitrile. An oven-dried Schlenk tube equipped with a magnetic stir bar was charged with 1.5 mL of an aqueous solution of K2CO3 (2M, 3.0 mmol), tetrakis(triphenylphosphine)palladium(0) (140 mg, 0.121 mmol) and toluene (3 mL). The tube was capped with a rubber septum and immersed in an oil bath at 80 ¡ãC for 30 min. Ethyl 2-(3′-bromophenyl)-4-hydroxy-1 ,3- thiazole-5-carboxylate (188 mg, 0.575 mmol) and 2-trifluoromethyl-phenylboronic acid (218 mg, 1.15 mmol) were then added, and the reaction mixture stirred at 80¡ãC. Upon complete consumption of the starting material (12 h), as judged by thin-layer chromatography analysis, the reaction mixture was filtered on a celite pad. The filtrate was diluted with ethyl acetate, and extracted with water. The organic layers were further washed with brine and dried over sodium sulfate. The product was isolated by column chromatography (hexanes/EtOAc) as a yellow solid (56 mg, 25percent). 1H-NMR (DMSO-cie) delta (ppm): 10.82 (br s, 1 H), 7.96 (d, 2H, J=8.11), 7.86 (d, 2H, J=7.57), 7.78-7.73 (m, 1 H), 7.67-7.62 (m, 1 H), 7.47-7.41 (m, 2H), 4.16 (q, 2H, J=7.03), 1.24 (t, 3H, J=7.03).
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Reference:
Patent; DOMPE’ S.P.A.; MORICONI, Alessio; BIANCHINI, Gianluca; COLAGIOIA, Sandro; BRANDOLINI, Laura; ARAMINI, Andrea; LIBERATI, Chiara; BOVOLENTA, Silvia; WO2013/92711; (2013); A1;,
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