Category: 327-51-5

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H2Br2F2

Under a nitrogen atmosphere, in an 100 ml Schlenk reaction vessel, THF solution 4.5 ml (3.6 mmol) of isopropylmagnesiumbromide (manufactured by Tokyo Chemical Industry Co., Ltd., 0.80M) and THF10ml were added. The mixture was cooled to -75 C,and 2,3-dibromo-thiophene (manufactured by WakoPure Chemical Industries) 873mg (3.61mmol) was added dropwise. after aging at -75 for 30 minutes, diethyl ether solution 3.6ml (3.6mmol) of zinc chloride (Sigma Aldrich, 1.0M) was dropped. After gradually warmed to roomtemperature, the resulting white slurrymixture was concentrated under reduced pressure, to distill off the low-boilingfraction of 10ml. To the resulting white slurry liquid (3 bromothienyl-2-zinc chloride),1,4-dibromo-2,5-difluorobenzene(manufactured by Wako Pure Chemical Industries, Ltd.) 272mg (1.00mmol), tetrakis (tri phenyl phosphine) palladium as catalyst (manufacturedby Tokyo Kasei Kogyo) 39.1mg (0.0338mmol, 3.38 mol% with respect to 1,4 dibromo-2,5-difluorobenzene)and THF10ml were added. After performing reactionfor 8 hours at 60 C, the reaction vessel was water-cooled and by the addition of 3N hydrochloricacid 3ml, reaction was stopped. It was extracted with toluene and the organicphase was washed with brine, and dried with anhydrous sodium sulfate.concentrated under reduced pressure, And the resulting residue was purified bysilica gel column chromatography (from hexane,hexane / dichloromethane = 10/1),further purified by recrystallization from hexane / toluene = 6/4, to give a pale yellow solid 227mg of 1,4-di (3- bromothienyl) -2,5-difluorobenzene(52% yield).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOSOH CORPORATION; WATANABE, MAKOTO; (14 pag.)JP5790069; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-51-5, 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Under argon stream, 1,2-dimethylimidazole (385 mg, 4.0 mmol), 1,4-dibromo-2,5-difluorobenzene (272 mg, 1.0 mmol)Potassium acetate (393 mg, 4.0 mmol) and palladium acetate (11 mg, 0.05 mmol) were suspended in dimethylacetamide (DMAc, 5.0 mL) and stirred at 150 C. for 48 hours. After allowing to cool, water was added to the reaction mixture, the precipitated solid was collected by filtration,Washing with water yielded the desired 1,4-bis(1,2-dimethylimidazol-5-yl)-2,5-difluorobenzene as a milky white solid (198 mg, 66%).

The chemical industry reduces the impact on the environment during synthesis 1,4-Dibromo-2,5-difluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tosoh Corporation; Sagami Chemical Research Institute; Aihara, Hidenori; Yamagata, Takuya; Hachiya, Hitoshi; Watanabe, Makoto; Fukuda, Takashi; Ueda, Saori; Miyashita, Masato; (64 pag.)JP2018/168149; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Under an argon atmosphere, to a solution of 1,4-dibromo-2,5-difluorobenzene (1) (20.00 g, 73.6mmol) in diethyl ether (160 mL) was added dropwise 1.6 M n-butyl lithium solution in hexane(1.05 eq, 49 mL) at -78 C, and the mixture was stirred at same temperature for 2 min. Themixture was added quickly to the mixture of dry ice (about 100 g) and diethyl ether (200 mL),and the mixture was warmed up to room temperature. The precipitate was collected by filtration, and washed with diethyl ether. The obtained solid was treated with water (50 mL) and 1 M hydrochloric acid (150 mL), and extracted with diethyl ether. The organic layer was washed with brine and dried. The desiccant was removed by filtration and the filtrate was evaporated in vacuo. The resulting residue was washed with hexane, dried in vacuo to obtain 4-bromo-2,5-difluorobenzoic acid ( 14.8 g, 85 percent) as a pale yellow solid: 1H NMR (DMSO-d6) delta 7.78(1H, dd, J = 6.4, 8.3 Hz), 7.89 (1H, dd, J = 5.9, 9.8 Hz).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wood, Martyn; Ates, Ali; Andre, Veronique Marie; Michel, Anne; Barnaby, Robert; Gillard, Michel; Molecular Pharmacology; vol. 89; 2; (2016); p. 303 – 312;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

(a) 4-bromo-2,5-difluorobenzoic acid To a 780C solution of 1,4-dibromo-2,5-difluorobenzene (2.72 g, 9.99 mmol) in dry Et20 (30 mL) under an inert atmosphere was added 2.5 M n-butyllithium solution in hexanes (4 mL, 9.99 mmol) drop-wise and the mixture left stirring for 2 h. Crushed CO2 pellets were added slowly and the mixture was allowed to warm to ambient temperature and left stirring for 1 h. After quenching with 1M aqueous HCI (10 mL) the mixture was basified with 1M aqueous NaOH (70 mL) and then washed with Et20 (2 x 50 mL). The aqueous layer was acidified with 1M aqueous HCI (80 mL) and extracted with Et20 (3 x 100 mL). The organic layer was washed with brine (50 mL), dried over Na2SO4, filtered and solvent was removed in vacuo to give 4-bromo-2,5-difluoro benzoic acid (2.3 g, 97 %) as an off-white solid, which was used without further purification.1H NMR (Method B) (CDCI3): O ppm 9.50 (brs, 1H), 7.78 (dd, J= 8.2, 6.1 Hz, 1H), 7.46 (dd, J= 9.3, 5.4 Hz, 1H); LC-MS (Method C) 234.9/236.9 [M-H] RT 3.43 mm

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; RATCLIFFE, Andrew; HUXLEY, Anthony; LYTH, David; NOONAN, Gary; KIRK, Ralph; UOSIS-MARTIN, Mario; STOKES, Neil; WO2015/155549; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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 solution of l,4-dibromo-2,5-difluorobenzene (12.6 g, 46.3 mmol) in toluene (300 mL) cooled to -78 C was added butyllithium (18.5 mL, 46.3 mmol) at such a rate that the internal temperature did not exceed -50 C and the reaction was stirred for 45 minutes. To the reaction was added N, N-dimethylacetamide (4.84 g, 55.6 mmol). The reaction was stirred at -78 C and then warmed to ambient temperature over a period of 4 hours. The reaction was quenched by adding water (300 mL) followed by the addition of EtOAc (500 mL) and the layers were separated. The organic layer was washed with brine (100 mL), dried over MgS04, filtered and concentrated in vacuo. The crude material was chromatographed eluting with 10% EtOAc/Hexane to give l-(4-bromo-2,5- difluorophenyl)ethanone (5 g, 21.3 mmol, 45.9 % yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,5-difluorobenzene, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald J.; WO2013/74641; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Dibromo-2,5-difluorobenzene

n-Butyl lithium (3.6 ml,7.7 mmol) was added drop wise to a solution of 1,4- dibromo-2,5-difluoro-benzene (2g, 7.35mmol) in dry ether at -78C under nitrogen atmosphere and the resulting mixture was stirred at -78C for 30 minutes. This was followed by the addition of DMF (0.85ml, 11.03mmol) in dry THF. The resultant was stirred at room temperature for 1 hour. The reaction was monitored by TLC (5% ethyl acetate in hexane). The reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride. The organic layer was concentrated and purified by column chromatography on silica gel (2% ethyl acetate in hexane) to afford 600mg of the product (37% yield).1H NM (CDC13, 300 MHZ): delta 10.27-10.26 (d, 1H), 7.61-7.57 (t, 1H), 7.49- 7.44 (q, 1H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NOVARTIS AG; BOCK, Mark Gary; GAUL, Christoph; GUMMADI, Venkateshwar Rao; SENGUPTA, Saumitra; WO2012/149413; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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. Safety of 1,4-Dibromo-2,5-difluorobenzene

Under a nitrogen atmosphere, 200 ml Schlenk reaction vessel, 1, 4 – dibromo – 2, 5 – difluorobenzene (wako pure medicine industry) was added 80 ml (22.0mmol) (dehydration grade) and THF 5.98 g. The solution was cooled to 0 C, ethyl magnesium chloride (sigma-Aldrich -, 2.0M) 13.0 ml of the solution were dropped THF (26.0mmol). The mixture 10 minutes at 0 C aged. The resulting solution was added to copper (II) chloride (wako pure medicine industry) 3.89 g (29.0mmol), was stirred at room temperature for between 3. 40 ml water was added to stop the reaction container 1N hydrochloride. Extracted with toluene, the organic phase was washed with brine, dried over anhydrous sodium sulfate. Concentration under reduced pressure, the residue obtained by removing the low-boiling component from the eluent used 4, 4 ‘- dibromo – 2, 2′, 5, 5’ – 2.98 g (71% yield) of a pale yellow solid obtained tetra- fluoro biphenyl.

The synthetic route of 1,4-Dibromo-2,5-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOSOH CORPORATION; MIYASHITA, MASATO; WATANABE, MASATO; (24 pag.)JP2017/160156; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 327-51-5, A common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

100 g of intermediate 2-1, 186 g of intermediate 1-2, 203 g of potassium carbonate, 23.7 g of tetrabutylammonium bromide (TBAB) were added to a 2 L three-necked flask, and 800 ml of toluene, 200 ml of ethanol, and 200 ml of water were successively added. Nitrogen gas was added, stirred for 15 min, 2.1 g of tetrakis(triphenylphosphine)palladium was added, and the mixture was heated to 80 C for refluxing for 8 hours. The TLC was used to monitor the reaction of the starting materials and then cooled to room temperature.The impurities were separated, and the organic phase was washed with water until neutral. After drying over anhydrous sodium sulfate, the residue was purified by silica gel column to obtain 107.9 g of intermediate 2 in a yield of 92.2%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Sun Jun; Zhang Hongke; Liu Kaipeng; Yang Dandan; Tian Mi; He Haixiao; Li Jiangnan; Wang Xiaowei; Liu Qianfeng; Gao Renxiao; (33 pag.)CN109535131; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H2Br2F2

The compound 2,5-difluoro-1,4-dibromobenzene (2 g, 7.40 mmol) was sequentially added to a 100 mL single-necked flask, (4.7 g, 18.52 mmol), potassium acetate (4 g, 44.40 mmol), Pd(dppf)Cl2 (210 mg, 0.287 mmol) and 1,4-dioxane (25 mL) The temperature was raised to 80 under reflux for 24h. Stop the reaction and cool, the reaction solution was washed with saturated brine 4 times, extracted with DCM twice, the combined organic phase, Dried over anhydrous MgSO4 overnight, filtered and the organic solvent was spun off. The crude product was extracted with PE-DCM (v / v, 2/1) as eluent, and then recrystallized from n-hexane to give 2 g of white needle-like crystals, Yield: 74.1%

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 327-51-5.

Reference:
Patent; Changzhou University; Liu Yu; Liu Yajun; Zhu Weiguo; Wang Yafei; (26 pag.)CN107400147; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, name: 1,4-Dibromo-2,5-difluorobenzene

To the solution of XLVII-1 (13.55 g, 50 mmol), in Et2O (150 mL) was added n-BuLi (2.5 N, 20 mL) at -78 C. The reaction mixture was stirred at -78 C. under Ar for 30 min and CO2 was bubbled into the solution. The mixture was warmed up to rt. The precipitate was collected by filtration and washed with Et2O. The obtained solid was treated with water and HCl (1N) to pH=2. The mixture was extracted with t-BuOMe. The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford XLVII-2 (10.0 g, yield 84.4%), which was used next step without purification.

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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary