Category: 77168-63-9

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 77168-63-9, name is 4-(Pyridin-4-yl)thiazole-2-thiol. A new synthetic method of this compound is introduced below., Product Details of 77168-63-9

A reactor was charged with 143.3 g of 4-(4-Pyridyl)-1,3-thiazole-2-thiol, 570 ml of tetrahydrofuran, 145 ml of methanol. The obtained mixture was thermo-regulated to 20-25°C, and at this temperature 126.3 g of sodium methylate solution 30percent in methanol were carefully added. The obtained mixture was left under stirring until complete dissolution then cooled to -2-0°C and maintained at that temperature. In a different reactor a solution of 450 g of benzhydryl (6R,7R)-7f3-[(phenylacetyl)amino]-3- [(methylsulfonyl)oxy]-3-cephem-4-carboxylate in 1.3 1 of tetrahydrofuran was prepared, which was cooled to -5-0°C. The 4-(4-pyridyl)-1,3-thiazole-2-thiol sodium salt solution was then added to the substrate solution, by maintaining the temperature at -5-0°C. At the end of the addition thetemperature was set to -2-0°C and the mixture was maintained under stirring for about 2 h. The mixture was then diluted with 2.5 1 of ethyl acetate and washed three times with brine. The aqueous phases were eliminated and the organic phase was treated with decolorizing charcoal and concentrated under reduced pressure to about half volume and diluted with 1.5 1 of toluene two times, then concentrated again under vacuum to about half volume and diluted with 700 mlof toluene. The mixture was stirred at 25-30°C for 30±5 minutes, then cooled to 0-5°C and maintained at this temperature for 60 about 1 h. The mixture was filtered, the cake washed with toluene and dried overnight under vacuum at about 40°C yielding 455 g of crystalline toluene hemi-solvate of benzhydryl (6R,7R)-7f3 -[(phenylacetyl)amino] -3- [4-pyridyl-2-thiazolylthio] -3- cephem-4-carboxylate. MW: 1545.92 (Toluene solvated form)Yield: 82percentDSC: 104-106 °C (melting endotherm)TGA: weight loss of about 4.54percent,1H NMR: (D6-DMSO) oe 2.29, 3.54, 3.68, 3.93, 5.30, 5.87, 6.98, 7.16-7.38, 7.89, 8.54, 8.60 and9.28 ppm13C NMR: (D6-DMSO) oe20.99, 29.34, 40.13, 41.56, 58.41, 59.59, 79.24, 118.47, 120.20, 121.55,125.26, 126.47-140.12, 150.36, 125.86, 160.41, 161.23, 164.77, 170.92 ppm;IR spectrum (KBr): 3280 (NH), 3034 (CH-aromatic), 2960,(CH-aliphatic), 1791 (f3-LactumC=O), 1702 (Ester C=O), 1654 (Amide C=O), 1535 (Pyridine C=N) and 1011 (C-O), cm-iMass spectrum: mlz = [M+j = 677.13 (Non-solvated form).

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Reference:
Patent; FRESENIUS KABI ANTI-INFECTIVES SRL; RICCI, Antonio; ZANON, Jacopo; (42 pag.)WO2016/128580; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77168-63-9, 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.77168-63-9, name is 4-(Pyridin-4-yl)thiazole-2-thiol, molecular formula is C8H6N2S2, molecular weight is 194.28, as common compound, the synthetic route is as follows.

Reference Example 6 4-(4-pyridyl)-1,3-thiazole-2-thiol sodium salt 4-(4-Pyridyl)-1,3-thiazole-2-thiol (194 g, 1.0 mol) was suspended in methanol (1 L) and a powder of sodium methylate (71.5 g, 1.2 mol) was added at 25OEC. The mixture was stirred for 30 min and the reaction mixture was concentrated under reduced pressure to 50-60 mL. The mixture was preserved overnight in a refrigerator. The precipitated crystals were collected by filtration and dried in vacuo in the presence of phosphorus pentoxide at 40OEC to give the title compound (160 g, 0.74 mol). yield: 74percent.

Statistics shows that 77168-63-9 is playing an increasingly important role. we look forward to future research findings about 4-(Pyridin-4-yl)thiazole-2-thiol.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1310502; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem