Reference of 96630-88-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.96630-88-5, name is 4-Chloro-3-hydroxypyridine, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.
a) A solution of diazenedicarboxylic acid diethyl ester (0.1572 mol) in THF (163 ml) was added dropwise to a mixture of 4-chloro-3-pyridinol (0.1429 mol), 2-propen-1-ol (0.1572 mol) and triphenyl-phosphine (0.1572 mol) in THF (276 ml), that was cooled with an ice-water bath and under nitrogen flow.The formed mixture was stirred on the ice-water bath for 15 minutes and at room temperature overnight.The mixture was concentrated under vacuum and the residue was washed with a saturated Na2CO3- solution.The mixture was extracted with DCM and the separated organic layer was dried, filtered and the solvent was evaporated until dry.The residue was treated with DIPE and the formed solid was filtered off and discarded.The filtrate was evaporated until dry and the residue was treated with diethyl ether and the formed solid was filtered off and discarded again.The filtrate was evaporated until dry and the residue was purified by open column chromatography over silica gel (eluent: DCM/2-propanone 99/1;98/2).The product fractions were collected and the solvent was evaporated, yielding 7.9 g of 4-chloro-3-(2-propenyloxy)-pyridine (intermediate (44).
The chemical industry reduces the impact on the environment during synthesis 96630-88-5, I believe this compound will play a more active role in future production and life.
Reference:
Patent; Van Emelen, Kristof; De Bruyn, Marcel Frans Leopold; Alcazar-Vaca, Manuel Jesus; Andres-Gil, Jose Ignacio; Fernandez-Gadea, Francisco Javier; Matesanz-Ballesteros, Maria Encarnacion; Bartolome-Nebreda, Jose Manuel; US2004/19051; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem