Category: 1435-53-6

Electric Literature of 1435-53-6, A common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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.

General procedure: 8.1 1,3-Diphenyl-4-fluorobenzene (11a): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (253 mg, 0.78 mmol), Pd(PPh3)4 (3 mol%), phenylboronic acid (94 mg, 0.78 mmol) and 1,4-dioxane (4 mL), 11a was isolated as a colorless oil (54 mg, 55%). 1H NMR (300 MHz, CDCl3): delta = 7.09-7.16 (m, 1H, ArH), 7.23-7.32 (m, 2H, ArH), 7.33-7.45 (m, 5H, ArH), 7.47-7.63 (m, 5H, ArH). 13C NMR (75 MHz, CDCl3): delta = 116.3 (d, J = 23.6 Hz, CH), 127.1 (2CH), 127.6 (d, J = 8.02 Hz, CH), 128.6 (2CH), 128.9 (2CH), 129.1 (CH), 129.6 (CH), 130.9 (CH), 132.5 (C), 135.8 (C), 137.7 (d, J = 3.57 Hz, C), 140.2 (C), 159.4, (d, JCF = 249.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -120.67 (CF). IR (ATR, cm-1): , 3029 (w), 2956 (w), 2927 (w), 2857 (w), 1948 (w), 1883 (w), 1806 (w), 1723 (m), 1600 (w), 1539 (w), 1478 (s), 1392 (w), 1332 (w), 1257 (m), 1183 (w), 1121 (m), 1073 (m), 1000 (w), 945 (w), 892 (m), 823 (s), 759 (s), 721 (m), 693 (s), 631 (s), 584 (s), 539 (m). MS (EI, 70 eV); m/z (%) = 248 (100) [M]+. HRMS (EI) calcd. for C18H13OF [M]+: 248.09958; found 248.89357.

The synthetic route of 1435-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, 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. Application In Synthesis of 2,4-Dibromo-1-fluorobenzene

1,3-Dibromo-4-fluorobenzene (837 mg) was dissolved in a toluene-THF (10:1) mixture (15 ml). The mixture was cooled to -78 C. and n-butyllithium (2.64 M, 1.19 ml) was added dropwise. After stirring at the same temperature for one hour, a solution of (+/-)-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c]isoxazole obtained in Preparation Example 1-(2) (200 mg) in toluene-THF (10:1) (5.0 ml) and a boron trifluoride-diethyl ether complex (394 mul) were added dropwise at the same time. After stirring at the same temperature for three hours, the reaction was terminated with an ammonium chloride solution. The aqueous layer was extracted with ethyl acetate, and the organic layer was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (365 mg).

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

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2010/93999; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-53-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1435-53-6 name is 2,4-Dibromo-1-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: 8.7 1,3-Di(2-thienyl)-4-fluorobenzene (11g): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 mol%), 2-thienylboronic acid (49 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 11g was isolated as a colorless solid (49 mg, 48%). Mp 91-93 C. 1H NMR (300 MHz, CDCl3): delta = 7.00-7.06 (m, 2H, ArH), 7.22-7.34 (m, 5H, ArH), 7.41-7.43 (m, 1H, ArH), 7.52-7.57 (m, 1H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 113.4 (d, J = 24.5 Hz, CH), 121.1 (d, J = 13.5 Hz, C), 121.8 (d, J = 3.1 Hz, CH), 123.8 (CH), 125.6 (CH), 125.8 (d, J = 4.5 Hz, CH), 126.3 (d, J = 7.1 Hz, CH), 127.8 (CH), 128.3 (CH), 129.0 (d, J = 4.2 Hz, CH), 134.9 (d, J = 9.4 Hz, C), 136.9 (d, J = 3.87 Hz, C), 142.6 (d, J = 2.9 Hz, C), 159.2 (d, JCF = 250.2 Hz, CF). 19F NMR (282.4 MHz, CDCl3): delta = -107.4 (CF). IR (ATR, cm-1): , 3067 (w), 2956 (w), 2871 (w), 1886 (w), 1799 (w), 1724 (w), 1605 (w), 1555 (w), 1484 (w), 1421 (w), 1355 (w), 1289 (w), 1244 (w), 1177 (w), 1121 (w), 1071 (w), 999 (w), 960 (w), 866 (w), 841 (w), 808 (m), 746 (w), 696 (m), 613 (w), 561 (w), 529 (w). GC-MS (EI, 70 eV); m/z (%) = 260 (100) [M]+, 215 (13). HRMS (EI) calcd. for C14H9FS2 [M]+: 260.01242; found 260.01360.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dibromo-1-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1435-53-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Dibromofluorobenzene (1.0 g, 4.0 mmol), sodium methanethiolate (0.33 g, 4.8 mmol) and triethylamine (0.52 mL, 4.0 mmol) were dissolved in a flask charged with 3 mL of N,N-dimethylacetamide in a sealed tube and heated to 100 C for 12 hours. After the reaction was completed, the reaction solution was cooled to room temperature, extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and passed through a silica gel column (ethyl acetate / n-hexane) to give an oily liquid (0.65 g, 58%).

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

Reference:
Patent; South China University of Technology; Yang Wei; Yang Yong; Zhang Bin; Wu Hongbin; Cao Yong; (32 pag.)CN105001233; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-53-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 28.5 g (0.1 12 mol) 1 ,3-dibromo-4-fluorobezene, 23.5 g (0.1 12 mol) N-phenyl-1 H- benzimidazol-2-amine and 59.6 g (0.281 mol) potassium phosphate tribasic in 250 ml DMA are stirred at 160 C for 20 h under nitrogen. The reaction mixture is poured on water. The product is filtered off washed with water and ethanol. Yield 38.9 g (97.6 %). 1H NMR (400 MHz, CDCI3): delta =7.78-7.83 (m, 4H), 7.64-7.70 (m, 4H), 7.48-7.52 (m, 2 H), 7.40 (dt, 1 H), 7.33 (dt, 1 H).

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

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (314 pag.)WO2017/56052; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-53-6,Some common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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.

Example 10b (0873) 28.5 g (0.1 12 mol) 1 ,3-dibromo-4-fluorobezene, 23.5 g (0.1 12 mol) N-phenyl-1 H-benzimidazol- 2-amine and 59.6 g (0.281 mol) potassium phosphate tribasic in 250 ml DMA were stirred at 160 C for 20 h under nitrogen. The reaction mixture was poured on water. The product was filtered off washed with water and ethanol. (0874) Yield 38.9 g (97.6 %). (0875) 1H NMR (400 M Hz, CDCI3): delta =7.78-7.83 (m, 4H), 7.64-7.70 (m, 4H), 7.48-7.52 (m, 2 H), 7.40 (dt, 1 H), 7.33 (dt, 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 2,4-Dibromo-1-fluorobenzene, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; FLORES, Jean-Charles; NAGASHIMA, Hideaki; (236 pag.)WO2017/93958; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1435-53-6, 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. 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

3-fluorophenol (0.333 mL, 3.68 mmol) and KOH (206 mg, 3.68 mmol) were stirred at 50 C for 30 mm before the addition of 2,4-dibromo-1-fluorobenzene (934 mg, 3.68 mmol) and Cu powder (234 mg, 3.68 mmol). The reaction mixture was heated to 150 C for 4 hrs and then shaken at 100 C overnight. Crudematerial was purified by FC on silica gel (eluent: cyclohexane), affording a mixture ?l:l of 2-bromo-1-fluoro-4-(3-fluorophenoxy)benzene and 4-bromo-1-fluoro-2-(3-fluorophenoxy)benzene (p13, 280 mg,y=26%).1H NMR (CHLOROFORM-d): 6 ppm 7.29 – 7.35 (m, 1 H) 7.21 – 7.27 (m, 1 H) 7.07 – 7.17 (m, 1 H) 6.96 -7.01 (m, 1 H) 6.81 – 6.89 (m, 1 H) 6.75 – 6.80 (m, 1 H) 6.67 – 6.74 (m, 1 H)

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

Reference:
Patent; SHIRE INTERNATIONAL GMBH; CREMONESI, Susanna; LUKER, Tim; SEMERARO, Teresa; MICHELI, Fabrizio; (257 pag.)WO2016/42452; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, 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 1435-53-6, Computed Properties of C6H3Br2F

A 150 ml three-necked flask was charged with 0.01 mol of 2,4-dibromofluorobenzene, 0.011 mol of M1, 0.02 mol of sodium carbonate and 15 ml of ethylene glycol dimethyl ether, and was purged with nitrogen, heated to 190 C, and stirred for 24 hours. It was then cooled to room temperature, poured into a beaker, and stirred for 40 minutes by adding 40 ml of toluene and 40 ml of water. Filtration, the filtrate was rotary evaporated, and passed through a silica gel column to afford white intermediate 2a, purity 98.30%, yield 75.6%.

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

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Zhang Zhaochao; Tang Dandan; (35 pag.)CN110272440; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1435-53-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1435-53-6 as follows.

General procedure: 8.3 1,3-Di(2′-methoxyphenyl)-4-fluorobenzene (11c): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (253 mg, 0.78 mmol), Pd(PPh3)4 (3 mol%), 2-methoxyphenylboronic acid (94 mg, 78 mmol) and 1,4-dioxane (4 mL), 11c was isolated as a colorless solid (73 mg, 60%). Mp 99-100 C. 1H NMR (300 MHz, CDCl3): delta = 3.75, 3.75 (s, 3H, OCH3), 6.89-6.98 (m, 4H, ArH), 7.04-7.11 (m, 1H, ArH), 7.17-7.25 (m, 3H, ArH), 7.39-7.48 (m, 2H, ArH). 13C NMR (75 MHz, CDCl3): delta = 55.6, 55.7 (OCH3), 111.1 (CH), 111.2 (CH), 114.9 (d, J = 22.5 Hz, CH), 120.5 (CH), 120.9 (CH), 128.7 (2C), 125.7 (d, J = 15.8 Hz, C), 130.1 (d, J = 8.3 Hz, CH), 130.9 (2CH), 131.5 (2CH), 133.0 (d, J = 8.3 Hz, CH), 134.1 (d, J = 3.8 Hz, C), 157.1, 157.6 (C), 159.1 (d, J = 244.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -116.36 (CF). IR (ATR, cm-1): , 2959 (m), 2924 (m), 2852 (m), 2836 (m), 1577 (m), 1494 (s), 1455 (s), 1434 (m), 1390 (m), 1256 (m), 1228 (m), 1109 (m), 1022 (s), 825 (m), 792 (m), 825 (s), 792 (s), 748 (s), 625 (m), 597 (m), 544 (m). GC-MS (EI, 70 eV); m/z (%) = 308 (100) [M]+, 278 (13), 260 (6), 233 (10), 110 (3). HRMS (EI) calcd. for C20H17O2F[M]+: 308.12071; found 308.12018.

According to the analysis of related databases, 1435-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, 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. Computed Properties of C6H3Br2F

1,3-Dibromo-4-fluorobenzene (837 mg) was dissolved in a toluene-THF (10:1) mixture (15 ml). The mixture was cooled to -78 C. and n-butyllithium (2.64 M, 1.19 ml) was added dropwise. After stirring at the same temperature for one hour, a solution of (+/-)-3,3a,4,5-tetrahydro-7H-pyrano[3,4-c]isoxazole obtained in Preparation Example 1-(2) (200 mg) in toluene-THF (10:1) (5.0 ml) and a boron trifluoride-diethyl ether complex (394 mul) were added dropwise at the same time. After stirring at the same temperature for three hours, the reaction was terminated with an ammonium chloride solution. The aqueous layer was extracted with ethyl acetate, and the organic layer was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (365 mg).

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

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2010/93999; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary