Month: June 2021

Application of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven dried 10 mL screw cap vial equipped with a stir-bar and charged with amine 1a (0.5 mmol) was added aldehyde 2a (84 mg, 1.5 equiv) and toluene (0.2 mL) and the mixture was stirred for 5 min at room temperature. Thereafter, heteroarene 3a (88 mg, 1.2 equiv) and CuCl (10 mg, 20 mol%) were added and the vial was sealed with a Teflon cap. The reaction mixture was irradiated for 50 min at a preselected temperature of 140 oC, with a maximum irradiation power of 200 W. After completion of the reaction, the resulting mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL) and brine (50 mL). The organic phase was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude sample was purified by silica gel column chromatography (10-20% ethyl acetate in heptane) to obtain compound 4a (127mg, 78% yield).

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vachhani, Dipak D.; Sharma, Abhishek; Van Der Eycken, Erik; Angewandte Chemie – International Edition; vol. 52; 9; (2013); p. 2547 – 2550; Angew. Chem.; vol. 125; 9; (2013); p. 2607 – 2610,4;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 399-94-0, name is 1-Bromo-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 399-94-0, Product Details of 399-94-0

To a solution of 2-bromo-1,4-difluorobenzene (1 g, 5.18 mmol) in THF (25 mL) was added LDA solution (2 M in THF, 2.9 mL, 5.8 mmol) dropwise at -78 C. After stirring for 1 h at -78 C., DMF (0.441 mL, 6.03 mmol) was added dropwise and the resulting reaction mixture was stirred at -78 C. for additional 30 min. The reaction was quenched by sat. NH4Cl solution (40 mL) carefully and the mixture was extracted with EtOAc (80 mL*2). The combined organic phase was washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure to yield 2-bromo-3,6-difluorobenzaldehyde as light brown solid (1.05 g, 92%, crude yield) which was used in next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,5-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Bromo-4-fluoroaniline

EXAMPLE 48 4-(3-Bromo-4-fluoro-phenylamino)-7-methoxy-6-nitro-quinoline-3-carbonitrile A mixture of 3.52 g (9.7 mmol) of 4-chloro-7-methoxy-6-nitro-quinoline-3-carbonitrile and 2.0 g (10.7 mmol) of 3-bromo-4-fluoro aniline in 150 ml of methoxyethanol was refluxed under nitrogen for 5.5 hours. The reaction mixture was diluted with ethyl acetate and wash with sodium bicarbonate solution and sodium chloride solution. The organic layer was dried with sodium sulfate and then solvent was removed under vacuum. The residue was chromatographed on silica gel eluding with mixture of ethyl acetate and hexane to give the title compound.

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US6297258; (2001); B1;,
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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 38573-88-5

To a solution of Intermediate 37b (20.00 mg, 38.56 muiotaetaomicron) and l-bromo-2,3-difluoro- benzene (22.33 mg, 115.68 muiotaetaomicron, 12.98 pL) in CH3CN (500 pL) was added Cs2C03 (50.25 mg, 154.24 muiotaetaomicron) and XPhos Pd G3 (3.26 mg, 3.86 muiotaetaomicron). After stirring under N2 atmosphere at 70C for one hour, the reaction mixture was purified by prep-TLC (DCM: MeOH = 10: 1) to give the Intermediate 38b (15.00 mg, 23.78 muiotaetaomicron, 61.68% yield) as a yellow oil.

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 38573-88-5.

Reference:
Patent; THE BROAD INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; COMER, Eamon; KATO, Nobutaka; MORNINGSTAR, Marshall; MELILLO, Bruno; (154 pag.)WO2018/175385; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 134168-97-1, The chemical industry reduces the impact on the environment during synthesis 134168-97-1, name is 3-Bromo-5-fluoroaniline, I believe this compound will play a more active role in future production and life.

Intermediate S2: 3-bromo-5-fluorobenzene-1-sulfonyl chloride To a solution of 3-bromo-5-fluoroaniline (0.500 g, 2.63 mmol) in glacial acetic acid (0.70 mL) cooled in an ice bath, concentrated hydrochloric acid (2.15 mL) was added. Then, a solution of sodium nitrite (0.199 g, 2.89 mmol) in water (0.45 mL) was slowly added maintaining the temperature around 0 C. After completion of the addition, the reaction mixture was further stirred for 20 min. The resulting solution was slowly added to a freshly prepared mixture of aqueous ?40% sodium bisulfite solution (1.915 mL, 7.36 mmol), copper chloride (0.052 g, 0.526 mmol), glacial acetic acid (5.0 mL) and concentrated hydrochloric acid (1 mL) at room temperature and the reaction was stirred at RT for 2.5 h. The mixture was then cooled to 0 C., additional sodium nitrite (0.5 eq) was added and the stirring was continued at r.t. for 1 h. The mixture was extracted with EtOAc and the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to afford title compound which was used without any additional purification (0.450 g, 1.65 mmol, 63% yield). 1H NMR (400 MHz, DMSO-d6) delta ppm 7.54-7.58 (m, 1H), 7.50-7.54 (m, 1H), 7.30-7.36 (m, 1H).

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, 3-Bromo-5-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 39478-78-9, The chemical industry reduces the impact on the environment during synthesis 39478-78-9, name is 5-Bromo-2-methylaniline, I believe this compound will play a more active role in future production and life.

(1-1) Synthesis of 2-Methyl-5-Phenylaniline A mixture of 5-bromo-2-methylaniline (10.0 g), phenylboronic acid (8.52 g), tetrakis(triphenylphosphine)palladium (0) (1.86 g), a 2 M sodium carbonate aqueous solution (80.6 mL), and 1,2-dimethoxyethane (DME) (135 mL) was refluxed for 5 hours in an argon atmosphere. The resulting reaction mixture was cooled to room temperature, and extracted with dichloromethane. The organic layer was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting crude 2-methyl-5-phenylaniline was used directly for the subsequent step.

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-Bromo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; ITO, Hirokatsu; KAWAMURA, Masahiro; MIZUKI, Yumiko; HAKETA, Tasuku; HAYAMA, Tomoharu; TAKAHASHI, Ryota; (141 pag.)US2017/183291; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 22385-77-9, 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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

5.8 g (238.6 mmol) of magnesium turnings are initially introduced into a flask which has been dried by heating, and a solution of 73 g (271.1 mmol) of bromo-3,5-d-tert-butylbenzene in 400 ml of dry THF is slowly added dropwise so that the reaction solution constantly boils under reflux. When the addition is complete, the solution is heated under reflux for a further 2 h and then allowed to cool. 20 g (108.5 mmol) of cyanogen chloride in 400 ml of dry THF are initially introduced in a further flask and cooled to 0 C. The Grignard reagent is added dropwise at such a rate that an internal temperature of 20 C. is not exceeded. When the addition is complete, the reaction mixture is warmed at room temperature overnight. The reaction is stopped by addition of 500 ml of 1 N HCl solution with ice-cooling. The phases are separated, and the aqueous phase is rinsed a number of times with ethyl acetate. The organic phases are combined and dried using saturated NaCl solution, and the solvent is then removed in vacuo. Methanol is added to the pale-brown oil, and the mixture is heated under reflux. After cooling, the solid is filtered off with suction, washed with heptane and dried in vacuo, giving 23.6 g (48.0 mmol, 44% yield) of a colourless solid.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3,5-di-tert-butylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Koenen, Nils; Stoessel, Philipp; Hayer, Anna; Heil, Holger; Harbach, Philipp; (236 pag.)US9853228; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1074-24-4,Some common heterocyclic compound, 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, molecular formula is C8H8Br2, 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.

In a 100 ml flask, with a magnetic stirrer, thermometer and coolant, in an inert atmosphere, the following were loaded, in order: 1 ,4-dibromo-2,5-dimethybenzene (Aldrich) (13.20 g; 50.0 mmoles) [dihalogenated acrylic compound having general formula (II) wherein Rn = methyl and X = bromine] and carbon tetrachloride (Aldrich) (1590 ml) and, after heating to reflux temperature, for 5 minutes, a bromine solution (Aldrich) (10.80 ml; 210 mmoles) in carbon tetrachloride (Aldrich) (50 ml) was added, by dripping: the reaction mixture obtained was maintained at reflux temperature, under stirring, and subjected to radiation with an incandescent lamp at 500 W (UV radiation emitted at 300 nm), for 4 hours. Subsequently, after cooling to room temperature (25°C), the reaction mixture obtained was placed in a 500 ml separator funnel: a concentrated aqueous solution of sodium bisulfite (NaHSOs) (Aldrich) (3 x 100 ml) and deionized water (Aldrich) (3 x 100 ml) was added to said reaction mixture and everything was extracted, obtaining an acidic aqueous phase and an organic phase. The entire organic phase (obtained by joining the organic phases deriving from the three extractions) was subsequently anhydrified on sodium sulfate (Aldrich) and evaporated. The residue obtained was recrystallized from ethyl acetate (Aldrich) (50 ml), obtaining 26.04 g of 1 ,4-dibromo-2,5- bis(dibromomethyl)benzene having formula (III) as white crystals (yield 89percent).

The synthetic route of 1074-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENI SPA; BIANCHI, Gabriele; PASINI, Dario; NITTI, Andrea; (67 pag.)WO2019/175367; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-47-8, name is 6-Bromo-1-hexene, 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 2695-47-8, SDS of cas: 2695-47-8

Sodium hydride (1.05 eq) was slowly added at 00C to a solution of iV-methyltrifluoro- acetamide (25 g) in DMF (140 mL). The mixture was stirred for Ih at room temperature under nitrogen. Then, a solution of bromohexene (32.1 g) in DMF (25 niL) was added dropwise and the mixture was heated to 70C for 12 hours. The reaction mixture was poured on water (200 mL) and extracted with diethylether (4 x 50 mL), dried (MgSO4), filtered and evaporated to give 35 g of the target product (1-5) as a yellowish oil which was used without further purification in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-1-hexene, and friends who are interested can also refer to it.

Reference:
Patent; Tibotec Pharmaceuticals Ltd.; WO2008/59046; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51437-00-4, The chemical industry reduces the impact on the environment during synthesis 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

Intermediate 10) Synthesis of 5-(4-(methylsulfonyI)tetrahydro-2jfiT-pyran-4- yI)benzo [b] thiophene-2-carboxylic acid (a) Synthesis of 4-(4-fluoro-3-methylphenyl)tetrahydro-2H-pyran-4-ol 4-Bromo-l-fluoro-2-methylbenzene (1.0 g, 5.29 mmol) was dissolved in anhydrous THF (26.0 mL), and 1.6M solution of -BuLi in THF (3.5 mL, 5.55 mmol) and tetrahydro-4H-pyran-4-one (556.0 mg, 5.55 mmol) were added at -78C. The reaction mixture was stirred at 0C for 2 hours, H20 was added, and extracted with EtOAc. The organic extract was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, n-Hex : EtOAc = 1 : 1) to obtain 4-(4-fluoro-3-methylphenyl)tetrahydro-2H- pyran-4-ol (800.0 mg, 72%) as a white solid. 1H-NMR (400MHz, CDC13): delta 7.31 (dd, 1H, J=7.3, 2.2Hz), 7.26 (m, 1H), 6.99 (t, 1H, J=8.9Hz), 3.84-3.98 (m, 4H), 2.29 (s, 3H), 2.08-2.18 (m, 2H), 1.65-1.69 (m, 3H)

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, 4-Bromo-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C&C RESEARCH LABORATORIES; PARK, Chan Hee; LEE, Sang Hwi; IM, Junhwan; LEE, Soon Ok; KIM, Jongmin; KO, Kwang Seok; KIM, Byungho; KONG, Minjung; KIM, Mi Sun; MOON, Hyung Jo; (106 pag.)WO2016/89060; (2016); A2;,
Bromide – Wikipedia,
bromide – Wiktionary