The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H10ClNO3
General procedure: In a round bottom flask, pyridoxal hydrochloride (0.201g; 1.0mmol) was added to methanol (15mL) and the resulting suspension was subjected to magnetic stirring at room temperature until complete dissolution of the pyridoxal molecule. Then, the corresponding aniline (0.120g of 2-fluoroaniline; 0.130g of 2-chloroaniline, 0.170g of 2-bromoaniline or 0.220g of 2-iodoaniline; 1.0mmol for each) dissolved in methanol (5 mL) was added. The resulting mixture was kept under magnetic stirring at reflux temperature for 2.0h. After this period, the flask contents were cooled to room temperature and the solvent evaporated. The resulting solid was washed with small portions of ice water and diethyl ether and dried in a desiccator with CaCl2. For the synthesis of the ligand containing aniline, the same conditions were used, but without potassium hydroxide (0.093g of aniline was added to 15mL of methanol and 1mmol of pyridoxal hydrochloride; 0.201g). Properties – orange crystals, yield 85%. Melting point: 207C. Anal.Calc. for [C14H13BrN2O2] C, 47.02; H, 3.95; N, 7.83. Found: C, 46.93; H, 3.90; N, 7.79%. IR (KBr pellets, cm-1): 3209 [w, nu(O-H)]; 1627 [m, nu(C=N)]; 1387 [m, nu(C-N)], 1257 [s, nu(C-O)phenol], 1033 [s, nu(C-O)alcohols], 694 [m, nu(C-Br)alcohols] and 620 [s, nu(O-H)alcohols] (w=weak; m=medium; s=strong). 1H NMR (ppm, DMSO-d6): delta 2.46 (s, 3H, CH3); 4.80 (s, 2H, CH2); 7.32-7.81 (m, 4H, Ar); 8.03 (s, 1H, Py) and 9.21 (s, 1H, CHimine)
With the rapid development of chemical substances, we look forward to future research findings about 65-22-5.
Reference:
Article; Pereira, Mateus Brum; Fontana, Liniquer Andre; Siqueira, Josieli Demetrio; Auras, Bruna L.; da Silva, Marcos P.; Neves, Ademir; Gabriel, Philipe; Terenzi, Hernan; Iglesias, Bernardo Almeida; Back, Davi Fernando; Inorganica Chimica Acta; vol. 469; (2018); p. 561 – 575;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem