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.14080-50-3, name is Thieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H4N2OS, molecular weight is 152.1738, as common compound, the synthetic route is as follows.name: Thieno[2,3-d]pyrimidin-4(3H)-one
Example 307 Synthesis of 4-chlorothieno[2,3-d]pyrimidine DMF (1.53 ml, 19.7 mmol) in dichloromethane (50 ml) was cooled to 0 C. and oxalyl chloride (2.5 ml, 29.6 mmol) was added slowly forming a white gel. Thieno[2,3-d]pyrimidin-4(3H)-one (1.5 g, 9.86 mmol) was added and the reaction mixture was refluxed for 3 hours. The mixture was cooled down to room temperature and poured into water. The mixture was extracted with dichloromethane, dried over sodium sulfate and concentrated in vacuo. The crude residue was purified by silica gel chromatography (EtOAc/hexane 15:1) to yield the title compound as a white solid (1.61 g, 96%). 1H NMR (300 MHz, CDCl3, 25 C.): delta=8.88 (s, 1H, CH), 7.64 (d, J=6.0 Hz, 1H, CH), 7.47 (d, J=5.8 Hz, 1H, CH) ppm. HRMS: calcd for C6H4ClN2S 170.97837. found 170.97804.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-50-3, Thieno[2,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.
Reference:
Patent; Katholieke Universiteit Leuven, K.U. Leuven R&D; Herman, Jean; Louat, Thierry; US2014/88088; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia