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 22223-49-0 as follows. HPLC of Formula: C9H11NO2
The mixture of pyridine-4-carboxylic acid (1.1199g; 9.0967mmol) dissolved in thionyl chloride (15mL; 206.7748mmol) were mixed and refluxed for 1-3h. Then the excess of thionyl chloride was distilled under vacuum and the aromatic amine methyl ester Ea (1.500g; 9.0816mmol) dissolved in CHCl3 (20mL; 249.6231mmol) was added. The mixture was heated and stirred under reflux for 3-6h. The amide (L2: yield ca. 50%; 1.2212g; 3.5627mmol) was precipitated as yellow crystals after washing the dark yellow oil with diethyl ether and recrystallization with the mixture of acetone and methanol (m.p. 180C). Anal. Calc. for (C15H15N2O3)Cl(H2O)2: C, 52.56; H, 5.59; N, 8.17. Found: C, 52.39; H, 6.30; N, 8.16. FT-IR (KBr): 3435cm-1 nu(O-H), 3218cm-1 nu(N-H), 3056, 2924, 2852cm-1 nu(C-H), 1730 and 1640cm-1 nu(C=O), 1603-1441cm-1 nu(ringC=C), 1317-1088cm-1 nu(C-O) and nu(C-N) overlapped, 803/750cm-1 delta(ringC=C)oop. 1H NMR (403MHz, d-DMSO, ppm) delta: 10.71 (s, 1H) – 9, 9.04 (dd, J=4.98, 1.52Hz, 2H) – 2/4, 8.28 (dd, J=4.96, 1.54Hz, 2H) -1/5, 7.71 (m, 1H) – 14, 7.57 (ddd, J=7.64, 1.53, 0.72Hz, 1H) – 12, 7.38 (t, 1H) – 13, 4.41 (s, 12H N+-H protone – fast chemical exchange with water molecules) – 3, 3.72 (s, 3H) – 20, 2.30 (s, 3H) -16. 13C NMR (151MHz, d-DMSO, ppm) delta: 166.32-17, 162.88-7, 146.52-2/4, 145.42-6, 136.54-11, 134.61-10, 134.33-12, 128.25-15, 127.95-14, 126.95-13, 123.44-1/5, 52.10-20, 17.86-16.
According to the analysis of related databases, 22223-49-0, the application of this compound in the production field has become more and more popular.
Reference:
Article; Kwiatek, Dorota; Kubicki, Maciej; Barczy?ski, Piotr; Lis, Stefan; Hnatejko, Zbigniew; Journal of Molecular Structure; vol. 1145; (2017); p. 86 – 93;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics