Related Products of 773873-95-3,Some common heterocyclic compound, 773873-95-3, name is Methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate, molecular formula is C9H6F2O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a stirred solution of methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate (1.0 g, 4.63 mmol) in MeOH (20 mL) at 0 C was added hydrazine hydrate solution (0.277 mL, 6.94 mmol). The reaction mixture was stirred at RT for 18 hrs. LC-MS showed product and some starting material. Thus , more hydrazine hydrate solution (0.1 mL) was added and the mixture was stirred at RT. After 2 days, LC-MS showed that starting material was still present. More hydrazine hydrate solution (0.277 mL, 6.94 mmol) was added, and the reaction mixture was stirred for 3 days. LC-MS then showed that the reaction was complete. The reaction mixture was concentrated. The initial product was washed with water, filtered and dried under vacuo to give 2,2-difluorobenzo[d][1,3]dioxole-5- carbohydrazide (1.0 g, 4.63 mmol, 100 % yield). 1H NMR (500 MHz, CDCl3) delta 7.50 – 7.60 (m, 2 H), 7.13 (d, J=8.07 Hz, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2,2-difluorobenzo[d][1,3]dioxole-5-carboxylate, its application will become more common.
Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; KREIMAN, Charles; (308 pag.)WO2018/93579; (2018); A1;,
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