Bromides-buliding-blocks

626-40-4, 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. 626-40-4, name is 3,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound II (2.25 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene,Then heated to reflux under nitrogen, until the reaction is completed (passOften 5 hours). The reaction mixture was carefully poured into 200 mL of ice-water, stirred, extracted with 50 mL ¡Á 3 CH2Cl2,The combined extracts were washed sequentially with 1% dilute hydrochloric acid (200 mL) and brine (100 mL) and dried over anhydrous sodium sulfate.Remove the desiccant by suction filtration, the filtrate evaporated on a rotary evaporator,Compound IV was obtained as a white solid

The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (8 pag.)CN106831834; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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. 553-94-6.

1) Add 1 mol of 2-bromo-p-xylene or chloroacetyl chloride to the reaction kettle.The catalyst and DMSO were heated to 100 C under stirring for 5 h.Then a mixture of sodium sulfite and water was added dropwise to control the dropping time to 45 min.After the completion of the dropwise addition, the reaction temperature was raised to 135 C, and the reaction was continued for 7.5 h; The ratio of 2-bromo-p-xylene to chloroacetyl chloride is 1:1.14,The ratio of 2-bromo-p-xylene to catalyst is 1:0.07, and the ratio of 2-bromo-p-xylene to DMSO is 1g: 13ml.The ratio of 2-bromo-p-xylene to sodium sulfite was 1:1.18, and the ratio of sodium sulfite to water was 1:4.5. The preparation process of the catalyst is: Mix ruthenium oxide and 10% palladium carbon in a weight ratio of 1:20. Then soaked in 4% concentration of hydrochloric acid for 6 minutes,Then, a solid was obtained by filtration, and the solid was washed and then placed at 280 C for 2.5 h to obtain a catalyst. 2) cooling the system, filtering to remove insoluble matter to obtain a filtrate, and adding the filtrate to about 5 volumes of water.Then, the filtrate is added twice the volume of toluene, and the layer is allowed to stand, and the organic phase is washed with water.After drying with anhydrous sodium sulfate,Concentration gave the product in a molar yield of 98.1% and a HPLC purity of 97.5%.

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

Reference:
Patent; Shandong Nong Pharmaceutical Xue Institute; Jinan Kehai Co., Ltd.; Fu Hongxin; Yang Chaohui; Wang Ling; (6 pag.)CN109369378; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

393-36-2, These common heterocyclic compound, 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline, 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.

4-Bromo-3-(trifluoromethyl)aniline was converted into 4-bromo-3-(trifluoromethyl)phenyl isocyanate according to Method B1. According to Method C1a, 4-bromo-3-(trifluoromethyl)phenyl isocyanate was reacted with 4-(2-(N,N-dimethylcarbamoyl)-4-pyridyloxy)aniline to afford the urea. Entry 92: 4-Chloro-N-methylpyridinecarboxamide was synthesised as described in Method A2, Step 3b.

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 393-36-2.

Reference:
Patent; Riedl, Bernd; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Monahan, Mary-Katherine; Natero, Reina; Renick, Joel; Sibley, Robert N.; US2001/11135; (2001); A1;; ; Patent; BAYER CORPORATION; US2003/181442; (2003); A1;,
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. 407-97-6, name is 1-Bromo-5-fluoropentane, This compound has unique chemical properties. The synthetic route is as follows., 407-97-6

To a solution of N-cyclopropyl-1-{4-[(ethylamino)carbonyl]-2-hydroxyphenyl}-1H-1,2,3-triazole-4-carboxamide (0.16 g) obtained in Example 139 in DMF (5 ml) were added 1-bromo-5-fluoropentane (0.11 g) and potassium carbonate (0.07 g), and the mixture was stirred at 50¡ãC overnight. The reaction mixture was allowed to cool to room temperature, and water was added to the reaction mixture. The deposited precipitate was collected by filtration, washed with water, and recrystallized from ethanol-water to give the title compound as a pale-brown powder (0.12 g, 60percent). NMR (CDCl3) delta: 0.68-0.72 (2H, m), 0.86-0.93 (2H, m), 1.29 (3H, t, J = 7.2), 1.52-1.90 (7H, m), 2.93-2.96 (2H, m), 3.51-3.58 (2H, m), 4.19 (2H, t, J = 6.6), 4.45 (2H, td, J = 6.0, 47.3), 6.15 (1H, brs), 7.36 (1H, dd, J = 1.7, 8.3), 7.65 (1H, d, J = 1.7), 7.88 (1H, d, J = 8.3), 8.68 (1H, s).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1867331; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 627871-16-3 name is 5-Bromo-4-fluoro-2-methylaniline, 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. 627871-16-3

[0008931 To a stirred solution of compound 3 (5.5 g, 1 eq) in DCM (50 mL), acetic anhydride (3.8 mL, 1.5 eq), and TEA (8.9 mL, 2.4 eq) was added and stirred under nitrogen atmosphere at room temperature for 1 8h. The reaction mixture was evaporated under reduced pressure. Residue was diluted with methanol and potassium carbonate was added, reaction was stirred at rt for 1 h. The reaction mixture was evaporated under reduced pressure and diluted with water, precipitate solid was filtered and dried to afford title compound. LCMS (mlz): 247.15 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-4-fluoro-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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. 50548-45-3

20 g (80 mmol) of dibenzofuran-1-boronic acid, 2,06 g (40,1 mmol) of iodine, 3.13 g (17,8 mmol) of iodic acid, 80 ml of acetic acid, 5 ml of sulfuric acid, 5 ml of water and 2 ml of chloroform are stirred at 65 during 3 hours. After cooling, the mixture is mixed with water, the precipitated solid is removed, and the residue is washed three times with water. The residue is recrystallized from toluene and dichloromethane/heptane. (0151) The yield is 25.6 g (68 mmol), corresponding to 85% of theory.

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 50548-45-3.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir, Hossain; GROSSMANN, Tobias; KROEBER, Jonas, Valentin; (98 pag.)WO2017/71791; (2017); A1;,
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

392662-65-6, Adding some certain compound to certain chemical reactions, such as: 392662-65-6, name is 3,6-Dibromothieno[3,2-b]thiophene, 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 392662-65-6.

Preparation of [(S)-1-((S)-2-{4-[4-(6-bromo-thieno[3,2-b]thiophen-3-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester A155. To a degassed mixture of 3,6-dibromo-thieno[3,2-b]thiophene (0.335 mmol), compound 8 (0.335 mmol), and sodium carbonate (1.34 mmol) in a mixture of DMF and water (10 mL/1 mL) was added Pd(PPh3)4 (0.335 mmol). The reaction mixture was heated for 1 hr at 80 C. Ethyl acetate and water were then added and the mixture was vigorously stirred for 10 min. The layers were partitioned into a phase separator. The organic layer was separated, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (eluent: DCM to DCM/MeOH 9/1) to give compound A155 as a green gum in 74% yield. 1H NMR (DMSO-d6, 400 MHz) delta (ppm) 0.85 (d, J=6.61 Hz, 3H), 0.90 (d, J=6.61 Hz, 3H), 1.92-2.19 (m, 5H), 3.53 (s, 3H), 3.77-3.84 (m, 2H), 4.06 (t, J=8.34 Hz, 1H), 5.07-5.09 (m, 1H), 7.28 (d, J=8.32 Hz, 1H), 7.54 (d, J=1.97 Hz, 1H), 7.70-7.76 (m, 2H), 7.84-7.93 (m, 3H), 8.08-8.14 (m, 1H), 11.81 (s, 1H); MS (ESI, EI+) m/z=587-589 (MH+).

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 392662-65-6.

Reference:
Patent; IDENIX PHARMACEUTICALS, INC.; US2012/252721; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2606-51-1, Adding a certain compound to certain chemical reactions, such as: 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, 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 2606-51-1.

General procedure: The synthesis of 4-hydroxyquinoline (2) was performed in accordance to an already reported procedure [9]. The appropriate alkyl halide (1.2 mmol) was added to a mixture of 4-hydroxyquinoline (1 mmol) and potassium carbonate (K2CO3,3.12 mmol) in DMF (6 mL). The reaction mixturewas stirred at 25 C for 18 h. Afterwards, the reaction mixture was diluted in water(10 mL) with concomitant precipitation of the product. The solid was separated using a centrifuge (18,000 RPM, 4 C, 10 min),washed with water (3 15 mL), and dried under reduced pressure to afford the products in good purity, which was measured by HPLC experiments. In some cases where the purity of the products was not satisfactory, the solids were washed with ethyl ether or purified by flash chromatography using ethyl acetate and hexane in a ratioof 3:7; 1:1, and, finally, 7:3, respectively.

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-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Abbadi, Bruno Lopes; Basso, Luiz Augusto; Bizarro, Cristiano Valim; Borsoi, Ana Flavia; Macchi, Fernanda Souza; Machado, Diana; Machado, Pablo; Paz, Josiane Delgado; Pissinate, Kenia; Rambo, Raoni S.; Ramos, Alessandro Silva; Sperotto, Nathalia; Viveiros, Miguel; European Journal of Medicinal Chemistry; vol. 192; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

1435-51-4, 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below.

A mixture of Pd(OAc)2 (88 mg, 0.394 mmol) and BINAP (294 mg, 0.473 mmol) in dioxane (8 mL) was stirred in a sealed tube for ~5 min. To the mixture was then added l,3-dibromo-5- fluorobenzene (0.496 mL, 3.94 mmol) and (tetrahydro-2H-pyran-4-yl)methanaminehydrochloride (299 mg, 1.969 mmol), stirring was continued for additional ~5 min and KOtBu (486 mg, 4.33 mmol) was added. The resulting mixture was heated at 93 C for ~18 hrs. The reaction mixture was cooled to room temperature, diluted with EtOAc (-50 mL) and MeOH (-10 mL), filtered off and concentrated under reduced pressure. The residue was purified by column chromatography [silica gel, 40 g, EtO Ac/heptane = 5/95 to 30/70] providing 3-bromo-5-fluoro- N-((tetrahydro-2H-pyran-4-yl)methyl)aniline (220 mg) as a colorless liquid. LCMS (m/z): 289.9 [M+H]+; Retention time = 1.03 min.

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; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66065; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary