Analyzing the synthesis route of 4175-77-3

4175-77-3, 2,4-Dibromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4175-77-3

Scheme Dl; [00314] sec-BuLi (4.3 mL, 6.0 mmol, 1.4M solution in cyclohexane) was added dropwise to a solution of 9-bromoanthracene (1.29 g, 5.0 mmol) in Et2O (20 mL) at O¡ãC under N2. The reaction was held at O¡ãC for 15 minutes then warmed to rt and stirred an additional 45 minutes. Triisopropylborate (1.5 mL, 6.5 mmol) was added and the reaction was stirred at rt for 18h. Concentrated HCl (1.0 mL) and MeOH (1.0 mL) was added and the reaction was stirred for 30 minutes. The layers were separated and the aqueous phase was extracted three times with CH2Cl2. The combined organic layers EPO were washed with H2O, sat. NaHCO3 (aq.), brine, and then dried over Na2SO4. Filtration and concentration gave 1.05 g of 9-anthraceneboronic acid.[00315] A reaction flask was charged, under N2, with 9-anthraceneboronic acid(220 mg, 1.0 mmol), Pd(PPh3)4 (29 mg, 5.0 molpercent), 2,4-dibromothiazole (122 mg, 0.5 mmol), Na2CO3 (0.5 mL, 2.0 M solution in H2O), and toluene (4.0 mL). The reaction was heated at 9O¡ãC for 18h. After cooling to rt, water was added and the layers were separated. The aqueous phase was extracted three times with CH2Cl2. The combined organic layers were washed with H2O, brine, and then dried over Na2SO4. The crude product mixture was purified by silica gel chromatography eiuting with 1percent Et2O in hexanes. Isolated 93 mg, 50percent yield, of 2-anthracenyl-4-bromothiazole.

The synthetic route of 4175-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYMYX TECHNOLOGIES, INC.; WO2006/66126; (2006); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica