Synthetic Route of 100-48-1, 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 100-48-1 as follows.
Example 3: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of Delftia species YGK-A649 As in Example 1, the Delftia species YGK-A649 (FERM BP-10389) was cultured, and thus, the bacterial cells in 200 mL of the culture were collected by centrifugation to obtain the resting bacterial cell. The resting bacterial cells were added to 100 mL of a 0.1 M potassium phosphate buffer (adjusted to pH 7.0) containing 4-substituted pyridine described in Table 2 (0.5 w/v%) respectively, and were suspended. The suspension was charged to a reaction vessel (100 mL volume) capable of shaking, aerating, controlling temperature, and controlling pH, and a reaction was carried out at 27C, and pH 7.0, while shaking and aerating. After the reaction for 44 hours, the 2-hydroxy-4-substituted pyridine was measured. The reaction products were identified by HPLC analysis and HPLC–MS. The results are shown in Table 2.One hundred mL of isopropanol was added to the resulting broth containing 0.27 g of 2-hydroxy-4-pyridinaldoxime obtained from the reaction with 4-pyridinaldoxime as a substance. After shaking for 30 minutes, the solid contents were removed by filtration. After an addition of 100 mL of water to the filtrate, the whole was concentrated under a reduced pressure, whereby isopropanol was removed to precipitate the crystals. The precipitated crystals were separated by filtration to obtain 0.20 g of crude crystals. The resulting crystals were washed by water, and then were separated by filtration to obtain 0.15 g of white crystals of 2-hydroxy-4-pyridinaldoxime (rate of isolated yield = 53%). The structure of the crystals was identified by IR analysis, proton NMR analysis and MS analysis. IR (KBr, cm-1); 3180, 3070, 2920, 1660, 1520, 1430, 1330, 1300, 1250, 1000, 900, 870, 800, 770 1H-NMR(Dimethylsulfoxide, ppm) ; 11.78 (1H, s), 11.48(1H, s), 7.95(1H, s), 7.29(1H, d), 6.40 (1.H, s), 6.40(1H, d) MS (MH+) ; 139; Example 4: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of each bacteria As in Example 1, the Delftia species YGK-A649 (FERM BP-10389), Delftia species YGK-C217 (FERM BP-10388), or Acidovorax species YGK-A854 (FERM BP-10387) was cultured, and then each bacteria in 10 mL of the culture was collected by centrifugation to obtain the resting bacterial cells. Then each resting bacterial cells were added to 2 mL of a 0.1 M boric acid-sodium hydrate buffer (adjusted to pH7.0) containing 4-substituted pyridine described in Table 3 (0.5 w/v%) respectively, and were suspended. Then each suspension was charged to a reaction vessel (15 mL volume) and a reaction was carried out at 27C, pH7.0, while shaking. After the reaction for 44 hours, each 2-hydroxy-4-substituted pyridine was measured. The results are shown in Table 3.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-48-1, its application will become more common.
Reference:
Patent; YUKI GOSEI KOGYO CO., LTD.; EP1801102; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem