Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 98-98-6, name is Picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. 98-98-6
A mixture of picolinic acid (10.0 g, 81.0 mmol, 1 equiv.) and sodium bromide (16.7 g, 162.0 mmol, 2 equiv.) in thionyl chloride (41 mL) was refluxed for 5 h at 80 C. After that, the solvent was removed under the vacuum at 85 C. to afford the brown residue. 80 mL of anhydrous methanol was slowly added into the residue and the mixture was stirred at room temperature for half an hour. The solvent was evaporated, and the residue was taken up in the saturated sodium bicarbonate and extracted with ethyl acetate (three times). The organic layers were combined, washed with saturated brine, dried over anhydrous Na2SO4 and evaporated. The residue was purified by silica gel column; eluting with 33% EtOAc in hexane afforded 4-chloropicolinic acid methyl ester (CYD-1-1) (8.0 g, 64%) as a brown solid; silica gel TLC Rf=0.15 (1:3 EtOAc/hexane); mp 55-56 C.; 1H NMR (600 MHz, CDCl3) delta 8.67 (d, 1H, J=4.8 Hz), 8.16 (d, 1H, J=1.8 Hz), 7.51 (m, 1H), 4.04 (s, 3H).
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Reference:
Patent; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; Zhou, Jia; Ding, Chunyong; Cunningham, Kathryn A.; (60 pag.)US9533973; (2017); B2;,
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