Category: 51376-06-8

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H3BrN2O

5-Brorno-2,l,3-benzoxadiazole (5.5 g, 27.6 mmol)), potassium vinylfluoroborate (7.40 g, 55.3 mmol), and PdC12(dppi>;CH2C12Adduct (1.088 g, 1.332 mmol) were suspended in ethanol (75 ml) then added TEA (7.70 ml, 55.3 mmol). The reaction mixture was then degassed and heated to reflux for 3hrs. The reaction was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified through a 330g ISCO Redi-Sep silica gel plug and eluted with 20%ETOAc/hexane to yield 5- ethenyl-2 , 1 , 3 -benzoxadiazole.1H-NMR (600 MHz5 CDCl3): delta ppm 7.81(d, J=9.3 Hz, IH), 7.66 (s, IH), 7.63 (d, J-9.3 Hz, IHX 6.35 (d, J=10.9 Hz, 0.5H), 6.80 (d, J-10.9 Hz, 0.5H)s 5.94 (d. J-17.5 Hz, IH)5 5.55 (d, J= H Hz5 IH).

According to the analysis of related databases, 51376-06-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 51376-06-8, The chemical industry reduces the impact on the environment during synthesis 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, I believe this compound will play a more active role in future production and life.

A solution of 5-bromobenzo[c][1,2,5]oxadiazole (3 g , 15.0 mmol, Combiblocks ) in toluene (10 mL) was degassed for 30 min. 1 -Ethoxy vinyl tributyltin (6.01 mL, 16.5 mole, Frontier Scientific) and bis(triphenylphosphine)palladium(ll) dichloride (1.16 g, 1 .65 mmol) were added at rt and the resulting mixture was stirred at 90 C overnight. It was cooled to rt and filtered through celite. HCl aqueous solution (20 mL, 6N) was added and the mixture was stirred for 1 hour at rt. It was concentrated and neutralized with sat. NaHCO3 solution (25 mL). The product was extracted with DCM (100 mL), dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography to afford the title compound. Yield: 60% (1 .5 g, pale yellow solid). 1 H NMR (400 MHz, DMSO-d6): delta 8.90 (s, 1H), 8.14 (d, J = 9.6 Hz, 1H), 7.98-7.39 (m, 1H), 2.72 (s, 3H). LCMS: (Method B) 162.0 (M+H), Rt. 4.6 min, 98.01 % (Max).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromobenzo[c][1,2,5]oxadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary