Category: bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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 627871-16-3, Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

At room temperature,The raw aniline compound (10 g, 49.0 mmol) was dissolved in 20 mL of pyridine, and the raw material was added4-nitro-2-carboxylate methylbenzenesulfonyl chloride (16.45 g, 58.8 mmol),Reaction at room temperature for more than 8 hours.After the reaction was monitored by TLC, the reaction was cooled to room temperature.Add 1N hydrochloric acid, adjust the pH to 3 ~ 4, precipitate a pale yellow precipitate, filter,Drying gave Intert I (18.6 g, yield: 84.9%). Can be used directly in the next reaction.

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; Shanghai Jiao Tong University School of Medicine; Zhang Jian; Zhao Mingzhu; Wei Jiacheng; (23 pag.)CN110642757; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 39478-78-9, 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. 39478-78-9, name is 5-Bromo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step A: 5-Bromo-8-methyl-quinoline A solution of 5-Bromo-2-methylaniline (7.44 g), glycerol (7.4 g), nitrobenzene (4.9 g) in 75% sulfuric acid (20 ml) was heated at 150 C. for 3 hrs. The solution was cooled to 0 C. then carefully neutralized with aqueous sodium hydroxide. The reaction mixture became a dark gum and was diluted with water and extracted three times with ethyl acetate. The combined organic layers were washed with saturated brine, then dried with sodium sulphate and the solvent removed in vacuo. The crude product was purified by column chromatography (dichloromethane) to afford the title compound as a solid (6 g). 1H-NMR (CDCl3, 400 MHz) 8.91 (m, 1H), 8.51 (m, 1H), 7.7 (m, 1H), 7.50 (m, 1H), 7.4 (m, 1H), 2.72 (s, 3H).

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

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/238517; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 45762-41-2,Some common heterocyclic compound, 45762-41-2, name is 4-Bromo-2-ethylaniline, molecular formula is C8H10BrN, 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 1: SYNTHESIS OF COMPOUNDS COMPOUND 1 : 2-(1,8-DIETHYL-6-PHENYL-1,3,4,9-TETRAHYDRO-PYRANO[3,4-B]INDOL-1- YL)-ETHANOL I. A. SYNTHESIS OF N-(4-BROMO-2-ETHYL-PHEHYL)-2-HYDROXIMINO-ACETOAMIDE To a suspension of 4-bromo-2-ethylaniline (50.0 g, 250 mmol) in water (1000 mL) was added concentrated hydrochloric acid (25 mL), sodium sulfate (220 g), and hydroxylamine hydrochloride (56.25 g), followed by addition of chloral hydrate (44.0 g). The reaction mixture was heated to 90C using an oil bath for 1 hour. After cooling down to room temperature, it was extracted with ethyl acetate. Extract was dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (31.1 g, 46% YIELD). 1H NMR (DMSO-d6) 5 12.24 (s, 1H), 9.56 (s, 1H), 7. 68 (s, 1H), 7.41 (m, 3H), 2. 58 (q, 2H), 1.11 (t, 3H). 47. A. Synthesis of N-(4-Bromo-2-ethyl-phenyl)-2-hydroxyimino-acetamide Following the procedure of example 36. A. except using 4-bromo-2-ethylaniline as the aniline component afforded the title compound as a solid. ESI (-) MS m/e=269 (MH-).

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

Reference:
Patent; SALMEDIX, INC.; WO2005/33112; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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 61921-39-9 as follows. Quality Control of 4-Bromotetraphene

52 ml (130 mmol) of n-butyllithium (2.5 M in n-hexane) are added dropwise with vigorous stirring to a suspension of 30.7 g (100 mmol) of 4-bromo-benz[a]anthracene (I) in 1000 ml of THF at -78 C., and the mixture is stirred for a further 2 h. 16.7 ml (150 mmol) of trimethyl borate are added in one portion to the red solution with vigorous stirring, the mixture is stirred at -78 C. for a further 30 min., then warmed to room temperature over the course of 3 h, 300 ml of water are added, and the mixture is stirred for 30 min. The organic phase is separated off and evaporated to dryness in vacuo. The solid is taken up in 100 ml of n-hexane, filtered off with suction, washed once with 100 ml of n-hexane and dried in vacuo. Yield: 23.7 g (87.0 mmol), 87.0%, purity about 90.0% (NMR) of boronic acid, with varying amounts of boronic anhydride and borinic acid. The boronic acid can be used in this form without further purification.

According to the analysis of related databases, 61921-39-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; Anemian, Remi Manouk; Ludemann, Aurelie; Eberle, Thomas; Hoeger, Sigurd; Reis, Eva Maria; Bobbe, Vanessa; US8906893; (2014); B2;,
Bromide – Wikipedia,
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Synthetic Route of 1137142-58-5,Some common heterocyclic compound, 1137142-58-5, name is 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole, molecular formula is C4H2BrN3S, 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.

Intermediate 19; 2-(4-Fluoro-phenoxy)-imidazo[2,1-b][1,3,4]thiadiazole; A mixture of 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole (1.0 g, 4.90 mmol) and 4- fluorophenol (2.2 g, 19.60 mmol) was heated under microwave irradiation at 135C for 3.5 hours. On cooling, the mixture was diluted with dichloromethane (7 mL), adsorbed in silica and purified by column chromatography (Biotage/Flash, silica, methanol:dichloromethane 0.2:9.8 to 2:8) to give 2-(4-fluoro-phenoxy)- imidazo[2,1-b][1 ,3,4]thiadiazole as a white solid (610 mg, 53% yield).1H-NMR (300 MHz, CDCI3): delta 7.54 (d, J = 1.3 Hz, 1 H), 7.29 (m, 2H), 7.21 (d, J =1.2 Hz, 1 H), 7.14 (m, 2H).MS (ES+) m/z 236 (M+H)+ (MW: 235.24).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); WO2009/40552; (2009); A2;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., SDS of cas: 1647-26-3

General procedure: To a solution of the appropriatehalide (7a-c, 9a-f or 11b-h) in 2ml of DMSO NaN3is added and the solution was stirred overnight. Then, 6,CuSO4*5H2O (0.2 eq), sodium ascorbate (0.10 eq), and 2mlof distilled water are added to the solution and the solutionwas stirred overnight. The solution is diluted in water andthe mixture is extracted 3 times with EtOAc. The combinedorganic phase is washed twice with a solution of NH4Cl5Mand then twice with brine. The combined organic phaseis dried with MgSO4, to afford the crude product. Thepurification was performed as stated for each compound.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roy, Pierre-Philipe; Faye, Diene; Blanchard, Sebastien; Cormier, Marc; Doiron, Jeremie A.; Surette, Marc E.; Touaibia, Mohamed; Journal of Chemistry; vol. 2017; (2017);,
Bromide – Wikipedia,
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Synthetic Route of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

Intermediate B (230 mg, 1.08 mmol) and the product from step 2 (396 mg, 1.30 mmol) were dissolved in 5 mL of 3:2 dioxane:toluene and degassed via a vacuum/N2 purge (3 cycles). 1 ,1′-Bis(diphenylphosphino)ferrocenepalladium(ll) chloride-dichloromethnane complex (39 mg, 0.05 mmol) was added followed by 2.2 mL of 2M aqueous Na2CO3 and the mixture was heated with stirring to 85 0C overnight. The dark green reaction mixture was cooled to room temp, filtered through a Celite pad and the pad washed well with EtOAc. The organic phase was washed with water, 2M aqueous Na2CO3, water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by lsoc Red-Sep 40, 80% – 100% EtOAc/hexanes to give 173 mg (41%) of the title compound. 1H-NMR (DMSO-cfe) .8 7.90 (s, 1 H), 7.75 (bs, 2H), 7.61, (S, 1H), 7.53 (d, 1 H), 7.28 (t, 1 H), 7.02 (d, 1 H), 6.97 (d, 1 H), 6.83 (dd, 1H) 3.45 (m, 4H), 3.16 (m, 4H), 1.43 (s, 9H); LC-MS [M+H]+ = 395.10, RT = 2.71 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; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2789-89-1, 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. 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A small molecule luminescent material (P37) based on 1,2-diphenylacetylene as the acceptor unit,The specific steps are:Under nitrogen protection,To a three-necked flask was added 100 ml of toluene,1 g of intermediate 1 (2.99 mmol),2.14 g of 9-phenyl-3-carbazole boronic acid (7.45 mmol, 2.5 equ)Under stirring, 3.47 g of sodium tert-butyl alcohol was added,Then add 230 mg of palladium acetate,0.5 mL of tri-tert-butylphosphine,90 & lt; 0 & gt; C overnight.Cooling, extraction of organic phase with methylene chloride, spin dry,Column. To give 1.48 g of product as a yellow solid in 75% yield.

The synthetic route of 1,2-Bis(4-bromophenyl)ethyne has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South China University of Technology; Su Shijian; He Zuozheng; Ma Wuguang; Peng Junbiao; Cao Yong; (30 pag.)CN106242976; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2695-48-9, 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 2695-48-9 as follows.

To a stirred suspension of sodium hydride (840mg of a 60% dispersion in oil, 21.0mmol) in N,N- dimethylformamide (40ml) was added in one portion di-fe/t-butyl iminodicarbamate (4.56g, 21.0mmol). After stirring for 40mins, 8-bromooct-1-ene (3.50ml, 21mmol) was added and mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue dissolved in water and ethyl acetate. The organic layer was separated and washed with water then brine, dried (magnesium sulphate) and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with diethyl ethe?pentane (1/99 to 6/94 by volume) to furnish the title compound as a clear oil, 5.51 g.

According to the analysis of related databases, 2695-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2007/107828; (2007); A2;,
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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H7Br

To 4-bromobicyclo[4.2.0]octa-1,3,5-triene (1, 3.25 g, 7,76 mmol) in dioxane (30 mL) were added tert-butyl carbamate (2.53 g, 21.6 mmol), cesium carbonate (9.2 g, 28.24 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (O.5g, 0.86 mmol), andtris(dib enzylideneacetone)dipalladium-chloroform adduct (0.3 g, 0.29 mmol). The reaction mixture was stirred at 105 C under nitrogen overnight. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and filtered. The filtrate was concentrated, and purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give product (2).

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 1073-39-8.

Reference:
Patent; PLEXXIKON INC.; ZHANG, Jiazhong; POWERS, Hanna; ALBERS, Aaron; PHAM, Phuongly; WU, Guoxian; BUELL, John; SPEVAK, Wayne; (449 pag.)WO2018/57973; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary