Category: 174508-31-7

Synthetic Route of 174508-31-7, These common heterocyclic compound, 174508-31-7, name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, its 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.

Step (2),4-pyridylboronic acid pinacol ester (2.01 g, 9.8 mmol),Tetrakis(triphenylphosphine)palladium (407 mg, 0.352 mmol),Potassium phosphate (5.95 g, 28 mmol) was added to a 250 mL flask.Add 70 mL of Compound 4 (1.08 g, 3.61 mmol) in a nitrogen atmosphere.1,4-dioxane solution,The reaction solution is heated to 90 C,Reaction 72h,After the reaction is completed, cool to room temperature.filter,The filter residue is washed with chloroform.The filtrate was spun in a rotary evaporator.After that, it was purified by silica gel column chromatography (eluent was a mixture of chloroform_methanol=200:1).Purification gives a yellow solid, compound 5,Yield 60%;

The synthetic route of 174508-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South University of Science and Technology of China; Su Fengyu; Wu Xiaowen; Tian Yanqing; Liu Yanjun; Luo Dan; Sun Xiaowei; (16 pag.)CN108997427; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 174508-31-7, A common heterocyclic compound, 174508-31-7, name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, molecular formula is C6H4Br2O2S, its 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 5,7-dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin were added 2.0 equivalents of tert-butyl 4-tributyltin-2,3-dihydro-2-oxo-1H-thieno[3,4-d]imidazole-1-carboxylate obtained in the same manner as described in Example 7, dry 1,4-dioxane in an amount equivalent to 10 ml/mol relative to 5,7-dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin, and 0.1 equivalents of trans-dichlorobistriphenylphosphine palladium. Under argon gas atmosphere, a reaction was advanced by refluxing at 120 C. for 40 hours, and then the reaction was stopped by adding an excessive amount of a saturated aqueous ammonium chloride solution. The resulting reaction liquid was filtered while being diluted with ethyl acetate, and to the resulting filtrate was added three-fold volume of a saturated aqueous potassium fluoride solution, followed by stirring for 2 hours. After the removal of the aqueous phase and insoluble matter, the organic layer containing the product was dried over sodium sulfate, then the solvent was distilled off, and the residue was purified by silica gel column chromatography using an ethyl acetate/hexane solvent, so that tert-butyl 4-[7-(2,3-dihydro-2-oxo-1-tert-butoxycarbonyl-1H-thieno[3,4-d]imidazol-4-yl)-2,3-dihydrothieno[3,4-b]-1,4-dioxin-5-yl]-2,3-dihydro-2-oxo-1H-thieno[3,4-d]imidazole-1-carboxylate was obtained.

The synthetic route of 174508-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuraray Co., Ltd.; Kondou, Yoshirou; Nakano, Kirihiro; Otake, Tomiaki; US8519150; (2013); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 174508-31-7, name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 174508-31-7, Computed Properties of C6H4Br2O2S

2,5-Bis(thieno[3,2-b]thiophen-2-yl)-2-3,4-ethylenedioxythiophene(TT-EDOT-TT).

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, 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xue, Yu; Xue, Zexu; Zhang, Wenwen; Zhang, Wenna; Chen, Shuai; Lin, Kaiwen; Xu, Jingkun; Polymer; vol. 159; (2018); p. 150 – 156;,
Bromide – Wikipedia,
bromide – Wiktionary

174508-31-7, Name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, 174508-31-7, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

4 Benzenamine, N, N-diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) (1) (0.419 g, 1.1 mmol), 2,5-Dibromo-3,4-ethylenedioxythiophene(0.2999 g,1 mmol), were dissolved in 30 ml DMF. a solution of K2CO3 (2 M, 10 ml) and two drops of aliquat 336 solution were added and degassed under argon for 30 min then Tetrakis(triphenyl-phosphine)palladium(0) (0.034 g, 0.03 mmol) added to the solution. The reaction mixture was stirred at 90 C for 24 h and quenched by adding water. The resulting mixture was extracted with methylene chloride.The combined organic layers dried over Na2SO4, and filtered. After removing the solvent, a yellow solid was obtained, which was purifiedby silica gel chromatography by using chloroform as eluent to give the title compound as a yellow solid. Yield (43%). FT-IR (cm-1): 1587(C = C aromatic), 1272 (C-N aromatic amine), 726 (C-Br)1H NMR(500 MHz, DMSO-d6, delta): 7.53-7.47 (m, 2H), 7.31-7.20 (m, 6H), 7.11-7.04 (m, 4H), 7.00 (m, 2H), 4.29 (s, 4H). MS: m/z (C24H18BrNO2S)found=463.02 (calcd. 464.37 For [M+]) with an error of DeltaM = 0.7963 ppm.

Statistics shows that 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine is playing an increasingly important role. we look forward to future research findings about 174508-31-7.

Reference:
Article; Abdellah, Islam M.; Koraiem, Ahmed I.; El-Shafei, Ahmed; Dyes and Pigments; vol. 164; (2019); p. 244 – 256;,
Bromide – Wikipedia,
bromide – Wiktionary