Electric Literature of 13509-52-9, 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. 13509-52-9, name is 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.
1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione (step 1) (5 g, 32.4 mmol) and chlorobenzene (50 mL) were charged to a 3 necked flask, and the vessel evacuated with nitrogen. Benzoyl chloride (commercial) (11.2 mL, 97 mmol) was added followed by zinc (II) chloride (5 g, 36.7 mmol) in one portion and the reaction was then heated to 110 C. for 16 h. The reaction was cooled to RT then poured into water (100 mL) and EtOAc (100 mL). The layers were separated and the aqueous extracted with EtOAc (2×150 mL). The combined organics were washed with water (100 mL) and dried (Na2SO4), filtered under reduced pressure and evaporated to leave an orange solid. The solid was washed with hexane followed by hot diethyl ether, affording the product as an off white solid. The mother liquors were further purified by chromatography on silica, eluting with 10%-100% EtOAc/hexane. The title product was obtained as a pale orange solid; [1758] 1H NMR (400 MHz, CDCl3) delta 7.89 (2H, dd), 7.60 (1H, t), 7.48 (2H, t), 3.52 (3H, s), 3.38 (3H, s), 2.26 (3H, s); [1759] LCMS Rt=0.80 min [M+H]+ 259 (Method 2minLC_v003).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,13509-52-9, 1,3,6-Trimethylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; AHMED, Mahbub; ASHALL-KELLY, Alexander; GUERITZ, Louisa; MCKENNA, Jeffrey; MCKENNA, Joseph; MUTTON, Simon; PARMAR, Rakesh; SHEPHERD, Jon; WRIGHT, Paul; US2014/171417; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia