Month: July 2021

Reference of 10269-01-9,Some common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, molecular formula is C7H8BrN, 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: A suspension of 2,5-dihydroxybenzaldehye 1 (0.107g,1 mmol, 1equiv.) and MnO2 (0.860g, 10 mmol) in toluene, were cooledin ice bath to 0C under constant stirring for 15 min and amine (1 mmol, 1equiv.) was added. The mixture was refluxed for 10 h. The mixture was filtered through celite and washed withtoluene. Removal of the solvent under reduced pressure followed by columnchromatography (5% EtOAc/Hexane) yielded pure benzo[d]oxazole derivative.

The synthetic route of 10269-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tangellamudi, Neelima D.; Shinde, Suchita B.; Pooladanda, Venkatesh; Godugu, Chandraiah; Balasubramanian, Sridhar; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3639 – 3647;,
Bromide – Wikipedia,
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Synthetic Route of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane, This compound has unique chemical properties. The synthetic route is as follows.

2,4-Dibenzyloxyphenol was dissolved in 2 mL of DMF, bromomethylcyclohexane (0.23 g, 1.2 mmol) and K2CO3 (0.46 g, 3.30 mmol) were added and stirred at 50 C. overnight. Ethyl acetate (30 mL) was added to the reaction solution to giveThe separated organic layer was washed three times with water (5 mL) and saturated brine (5 mL).The aqueous layers were combined and further extracted three times with ethyl acetate (5 mL), and all the obtained organic layers were dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was filtered off, and the filtrate was concentrated to give a crude product. thisThe crude product is subjected to silica gel column chromatography (1-2.5% ethyl acetate / hexane)Then, 0.25 g of colorless oil 2,4-dibenzyloxy-1- (cyclohexylmethoxy) benzene was obtained (yield 90%).

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; National University corporation Utsunomiya University; Nihei, Ken’ichi; (23 pag.)JP5893442; (2016); B2;,
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. 52997-43-0, name is 7-(Bromomethyl)pentadecane, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 52997-43-0

250 mL of a condenser equipped with a magnetic stirrer and a reflux condenserAdd three bottles4-bromothiophenol10 g (52.89 mmol),N, N-dimethylformamide100 mL,Anhydrous potassium carbonate 10.94 g (79.33 mmol)Argon protection,Stirred at room temperature for 30 minutes,With a constant pressure dropping funnel1-bromo-2-hexyl decane16.2 mL (52.89 mmol) was added dropwise to the reaction system and the reaction was gradually progressedThe temperature was raised to 85 C and the reaction was carried out for 24 hours. The reaction was completed, cooled to room temperature, the reaction solution was poured into 150 mL of ice water,Stirring for 10 minutes, and then petroleum ether as extractant extraction 3 times, each 100mL, the organic phase, organic phase with distilled waterWash 3 times, each time 150mL. The organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was spin-dried using a rotary evaporator to giveThe crude product was obtained by column chromatography using petroleum ether as eluent4-bromo-1- (2-hexylDecylthio) benzene(Colorless transparent liquid, 20.12 g, yield 92.0%)

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 52997-43-0.

Reference:
Patent; Xiangtan University; Zhao, Bin; Liu, Hailu; Huang, Meihua; Tang, Bo; (8 pag.)CN106380431; (2017); A;,
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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H5BrF3N

4-Amino-3-bromobenzotrifluoride (15.0 g, 62.5 mmol) was dissolved in N,N-dimethylformamide (400 mL). Thereafter, sodium hydride (5.0 g, 126 mmol) was added to the above obtained solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 2 hours. Thereafter, an N,N-dimethylformamide (30 mL) solution of the tert-butyl 3-(chloromethyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (9.20 g, 42.0 mmol) synthesized by a method described in the known methods ( etc.) or a method similar thereto was further added to the reaction solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 3 hours. Subsequently, water was added to the reaction solution, and the mixed solution was then extracted with ethyl acetate. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (hexane : ethyl acetate = 3 : 1) to obtain tert-butyl 3-(((2-bromo-4-(trifluoromethyl)phenyl)amino)methyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (6.46 g, 37percent) in the form of a colorless amorphous product. 1H-NMR (400 MHz, CDCl3) delta: 1.46 (9H, s), 3.93 (2H, m), 4.13 (4H, m), 4.88 (1H, m), 5.64 (1H, m), 6.61 (1H, m), 7.39 (1H, m), 7.67 (1H, s)

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; Kowa Company, Ltd.; OGAMINO, Takahisa; YAMAZAKI, Yukiyoshi; TANIKAWA, Shin; OKUDA, Ayumu; FUKUDA, Tomoaki; TOKUDA, Okihisa; MIYAKE, Yoshiharu; ITOH, Shinsuke; ISHIWATA, Hiroyuki; (205 pag.)EP2781521; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2550-36-9, name is (Bromomethyl)cyclohexane, 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. category: bromides-buliding-blocks

General procedure: To a solution of 9d (94 mg, 0.49 mmol) and potassium tert-butoxide (55 mg, 0.49 mmol) in anhydrous THF (10 mL) under argon was added benzyl bromide (0.06 mL, 0.54 mmol). The mixture was stirred at room temperature and monitored by TLC until complete. The solution was concentrated and dichloromethane (20 mL) was added. The organic layer was washed with water, dried (MgSO4), and evaporated under reduced pressure to afford the crude product which was purified on a silica gel column (5% MeOH/dichloromethane). The desired product was isolated as a white solid (83 mg, 60%).

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; White, Alex W.; Carpenter, Nicholas; Lottin, Jerome R. P.; McClelland, Richard A.; Nicholson, Robert I.; European Journal of Medicinal Chemistry; vol. 56; (2012); p. 246 – 253,8;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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. HPLC of Formula: C7H5BrF3N

A 100 ml 3-neck flask with magnetic stirrer was charged with 2-bromo-4- (trifluoromethyl)aniline (500 mg, 2.08 mmol), methyl acrylate (538 mg, 6.25 mmol), Pd(OAc)2 (23.3 mg, 0.104 mmol), P(o-tolyl)3 (64 mg, 0.21 mmol), triethylamine (422 mg, 4.7 mmol) and acetonitrile (20 ml). The flask was purged with N2 and heated to 90 C overnight. Saturated aqueous NH4CI (40ml) was added, and the mixture was extracted with ethyl acetate (10 ml*3). The organic layer was dried over Na2S04, filtered, and concentrated to dryness. The crude product was purified by silica gel chromatography to give (£)-methyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate (185.9 mg, 36.5%) as a yellow solid. 1 H NMR (400 MHz, CDCI3) delta 7.69 (d, J=16 Hz, 1 H), 7.53 (s, 1 H), 7.32 (d, J=8.8 Hz, 1 H), 6.67 (d, J=8.8 Hz, 1 H), 6.34 (d, J=16 Hz, 1 H), 4.20 (s, 2H), 3.74 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57946-63-1, its application will become more common.

Reference:
Patent; PFIZER INC.; DIDIUK, Mary; FILIPSKI, Kevin J.; GUZMAN-PEREZ, Angel; LEE, Esther C.; PFEFFERKORN, Jeffrey A.; STEVENS, Benjamin; TU, Meihua; WO2013/14569; (2013); 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

Related Products of 1435-52-5, 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. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 25 Preparation of (3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane [0269] n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added to a stirred solution of 1,4-dibromo-2-fluorobenzene (2.0 g, 7.9 mmol, 1.0 equiv) in tetrahydrofuran (26 mL) at ?78° C. The resulting bright yellow solution was stirred at ?78° C. for 15 minutes. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.8 mL, 8.7 mmol, 1.1 equiv) was added and the resulting pale yellow solution was stirred at ?78° C. for 30 m. A 2.5 M solution of n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added and the resulting yellow/brown solution was stirred at ?78° C. for 15 m. Chlorotrimethylsilane (2.2 mL, 17 mmol, 2.2 equiv) was added and the resulting pale yellow solution was allowed to slowly warm to 23° C., by allowing the dry ice/acetone bath to melt, and stirred for 18 h. The reaction mixture was diluted with water (150 mL) and extracted with dichloromethane (2×100 mL). The combined organic layers were dried (magnesium sulfate), gravity filtered, and concentrated by rotary evaporation to afford the title compound as a pale yellow powder (2.3 g, 99percent): IR (thin film) 3058 (w), 2981 (s), 2932 (m), 1615 (m) cm?1; 1H NMR (400 MHz, CDCl3) delta 7.72 (dd, J=7.5, 6 Hz, 1H), 7.26 (m, 1H), 7.16 (d, J=7.5 Hz, 1H), 1.34 (s, 12H), 0.23 (s, 9H).

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-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; ECKELBARGER, Joseph D.; Epp, Jeffrey B.; Fischer, Lindsey G.; Giampietro, Natalie C.; Irvine, Nicholas M.; Kister, Jeremy; Lo, William C.; Lowe, Christian T.; Petkus, Jeffrey; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; Yerkes, Carla N.; US2014/274696; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-39-8, 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (385 mg, 2.10 mmol, 1.20 equiv) in tetrahydrofuran (7 ml) was added n-BuLi (2.5M in hexane, 0.77 ml, 1.10 equiv) dropwise at -78C, and the reaction mixture was stirred for 30 min at -78C. 5-Bromo-2-(dimethylamino)benzaldehyde (400 mg, 1.75 mmol, 1.00 equiv) in tetrahydrofuran (3 ml) was then added to the solution. The reaction mixture was stirred at -78C for 2 h. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20% EA/PE) to yield bicyclo[4.2.0]octa-1 (6),2,4-trien-3-yl[5-bromo-2- (dimethylamino)phenyl]methanol as a light yellow oil. MS (ES) m/z: 332.0 [M+H]+

The synthetic route of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
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 69321-60-4 as follows. Application In Synthesis of 2,6-Dibromotoluene

Example 22 5′-[(te/f-butoxycarbonyl-ethyl-amino)-methyl]-4′-methyl-[2,3′]bipyridinyl-4-carboxylic acid methyl esterStep 1 : 2,6-Dibromotoluene (9.8 g, 39 mmol) in THF (300 ml.) was stirred under N2 and was then cooled to -100 0C (ether/liquid N2). n-BuLi (16.4 mL, 41 mmol, 2.5 M in hexane) was then added drop wise and after stirring for 5 minutes DMF (4.5 mL, 58.6 mmol) was added. The reaction was stirred for a further 20 minutes and then for an hour at -78 0C. The reaction was quenched with saturated aqueous NH4CI and allowed to warm up to room temperature. The reaction was diluted with water and the pH adjusted to pH 7-8 with sat. aqueous NaHCO3. The mixture was evaporated in vacuo to remove the THF, and the product was then extracted with Et2O (x3). The combined organic layers were washed with brine and dried (MgSO4). The product was filtered and evaporated on vacuo to give delta-bromo^-methyl-pyridine-S-carbaldehyde as a colourless solid which was used without further purification.

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary