Tag: M.W=200-300

Synthetic Route of 327-51-5, These common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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.

A mixture of 1 , 4-dibromobenzene (4.4 g, 16.3 mmol) , 2-(tributylstannyl)pyrimidine (3.0 g, 8.13 mmol), copper (I) iodide (154 mg, 0.81 mmol) in toluene (50 ml) were purged with nitrogen for 15 min.Tetrakis(thphenylphosphine)palladium(0) (939 mg, 0.81 mmol) was added and the mixture was stirred at 110 C in a sealed-tube for 1 day. The mixture was cooled to r.t. and was diluted with water and ethyl acetate. Layers were separated. The separated organic layer was dried (MgSO4), filtered and solvents were removed in vacuum. Column purification [Hexanes – Ethyl acetate, 2:1 (v/v)] gave bromide 2AD (1.09 g, 50%) as white solid.

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); 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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Bromo-4-(tert-butyl)aniline

Step 2: Synthesis of 2-(t-butyl)-6-amino-phenanthridine 35.7 g (190 mmol) 2- (1,3,2- I-dioxa barley-2-yl) benzonitrile, 31.9 g (158 mmol) 2- bromo -4- (t- butyl) aniline, 3.6g ( 3.16 mmol), tetrakis (triphenyl a) palladium (0) and 59.0 g (427 mmol) K2CO3, and toluene was heated to reflux at 400 2 ? flask containing 300 ethanol. The reaction mixture was heated under a constant N2 washed for 19 hours. HPLC of the reaction mixture indicates the consumption of the starting aniline. The mixture was cooled, and the base was removed by filtration. The base was washed with EtOAc to remove traces of organic matter. The combined filtrate was distilled to give the impure oil. Purification using a 95/5 / 0.05 CH2Cl2 / MeOH / NH4OH as eluent to give an oil on a silica column to remove. Evaporation of the solvent and the product fractions, the resulting residue was recrystallized from CH2Cl2 / hexane to give the (also identified with 35.5% yield, GC-MS) 14.0 g of the target compound as a white solid.

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; NOLIS, DAVID B; LIN, CHOOK; MCKINSEY, PETER BODON; CHAI, CHUI LEE; WALTERS, ROBERT W; PIERS, SCOTT A; BROWN, CORY S; IGOR, WALTER H; (101 pag.)KR2016/30582; (2016); 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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, A new synthetic method of this compound is introduced below., Recommanded Product: 142808-15-9

A) ethyl 2-((diphenylmethylene)amino)-2-(3-fluoro-4-(trifluoromethyl)phenyl)acetate A mixture of ethyl 2-((diphenylmethylene)amino)acetate (2.94 g), 4-bromo-2-fluoro-1-(trifluoromethyl)benzene (2.43 g) and tripotassium phosphate (6.37 g) in toluene (30 mL) was argon-substituted, and bis(tri-tert-butylphosphine)palladium (0) (0.256 g) was added at room temperature. The reaction mixture was stirred at 80 C. for 21 hr, bis(tri-tert-butylphosphine)palladium (0) (0.256 g) was added, and the mixture was stirred at 100 C. for 16 hr. To the reaction mixture were added water and ethyl acetate, and the insoluble material was filtered off. The organic layer of the filtrate was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (3.02 g). MS (API+): [M+H]+430.1.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3,Some common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

To a mixture of 1 mmol of the borylated metal complex, 6 mmol of the bromide, 12 mmol of tripotassium phosphate [7778-53-2], 30 ml of toluene, 10 ml of dioxane and 10 ml of water are added 0.12 mmol of tri-o-tolylphosphine [6163-58-2] and 0.02 mmol of palladium(II) acetate [3975-31-3], and the mixture is stirred well at 100¡ã C. for 48 h. After cooling, the organic phase is removed, washed twice with 30 ml each time of water and once with 30 ml of saturated sodium chloride solution and then dried over magnesium sulfate, the magnesium sulfate is filtered off, and the filtrate is concentrated to dryness. The crude product thus obtained is purified by chromatography or flash chromatography (CombiFlash Torrent from Axel Semrau).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-(tert-butyl)benzene, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, Philipp; EHRENREICH, Christian; US2019/241591; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 70733-25-4,Some common heterocyclic compound, 70733-25-4, name is 3-Bromo-5-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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.

Step A: 3-bromo-5-methylbenzene-1,2-diamine (2.63 g, 13.1 mmol) was dissolved in a 1/1 mixture of DMF/trimethyl orthoformate at room temperature. Several drops of concentrated HCl were added and the reaction was stirred until conversion to the benzimidazole by LCMS. Upon conversion by LCMS, the reaction was diluted with water and the orange precipitate was filtered off to afford 4-bromo-6-methyl-1H-benzo[d]imidazole as a crude orange solid (2.1 g, 75% yield). The solid was used without any further purification.

The synthetic route of 70733-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Fesik, Steve; Waterson, Alex; Burns, Michael; Sun, Qi; Phan, Jason; Salovich, James M.; Abbott, Jason R.; Little, Andrew; (159 pag.)US10501421; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 50670-49-0, name is 4-Bromo-4′-methyl-1,1′-biphenyl, 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 50670-49-0, SDS of cas: 50670-49-0

General procedure: To a 100 mL two neck round-bottomflaskwere added compound 4c(500.0 mg, 1.0 eq), p-anisidine (287.2 mg, 1.2 eq), Pd2(dba)3 (35.6 mg,0.02 eq), t-BuONa (280.1 mg, 1.5 eq), P(t-Bu)3 (7.9 mg, 0.02 eq) and 10 mL anhydrous toluene. The reaction mixture was refluxed 12 hunder argon. After cooling down to room temperature, the mixturewas exacted with ethyl acetate and washed with water. The organiclayer was dried over anhydrous Na2SO4, filtered, and concentrated invacuum to give the crude product, which was purified by column chromatograph packed with silica gel using petroleum ether (PE)-ethyl acetate (EA) (100:1) as the eluent to afford pure compound 5c. 5a: gray soild (421.2 mg, 72%), 1H NMR (400 MHz, DMSO) delta 7.99 (s,1H), 7.48 (d, J=2.7 Hz, 2H), 7.46 (d, J=3.2 Hz, 2H), 7.21 (d, J=7.9 Hz,2H), 7.08 (d, J=8.9 Hz, 2H), 6.98 (d, J=8.7 Hz, 2H), 6.89 (d, J=8.9 Hz,2H), 3.72 (s, 3H), 2.31 (s, 3H).

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:
Article; Li, Fusheng; Zhao, Baodong; Chen, Yu; Zhang, Yufei; Wang, Tao; Xue, Song; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 185; (2017); p. 20 – 26;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: 0.6 mmol of tri-o-tolylphosphine and then 0.1 mmol of palladium(II) acetate or 0.3 mmol of tetrakis(triphenylphosphino)palladium(0) are added to a suspension of 10 mmol of a borylated complex, 12-20 mmol of aryl bromide per (RO)2B function and 60-100 mmol of the base (potassium fluoride, tripotassium phosphate (anhydrous, monohydrate or trihydrate), potassium carbonate, caesium carbonate, etc.) and 100 g of glass beads (diameter 3 mm) in 100 ml-500 ml of an aprotic solvent (THF, dioxane, xylene, mesitylene, dimethylacetamide, NMP, DMSO, etc.), and the mixture is heated under reflux for 1-24 h. Alternatively, other phosphines, such as triphenylphosphine, tri-tert-butylphosphine, S-Phos, X-Phos, Ru-Phos, XanthPhos, etc. can be employed, where, in the case of these phosphines, the preferred phosphine:palladium ratio is 3:1 to 1.2:1. The solvent is removed in vacuo, the product is taken up in a suitable solvent (toluene, dichloromethane, ethyl acetate, etc.) and purified as described under Variant A.

The synthetic route of 50548-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; STOESSEL, Philipp; EHRENREICH, Christian; (218 pag.)US2019/315787; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature 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.

Mix 4g (23.1 mmol) of intermediate B, 6.4 g (25.4 mmol) of 2,4-bromo-1-fluorobenzene (2,4-Bromo-2-Fluorobenzene), 11.3 g (34.6 mmol) cesium carbonate and 80 ml DMF, and placed under nitrogen, followed by heating at 150CStir for 12h. After the reaction was completed, the mixture was allowed to cool to room temperature. The solution was extracted with 250 ml of ethyl acetate and 300 ml of water. organicThe layer was dried using anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtainWhite solid product (7.8 g, 19.2 mmol, yield: 83.1%).

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

Reference:
Patent; Jiguang Technology Co., Ltd.; Yan Fengwen; (56 pag.)CN107739382; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 203302-95-8, 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. 203302-95-8 name is 4-Bromo-3,5-difluoroaniline, 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.

4-bromo-3,5-difluoroaniline (5 g, 24.0 mmol, Eq: 1.00) and calcium carbonate (5.05 g, 1.72 ml, 50.5 mmol, Eq: 2.1) were suspended in a 50% aqueous dichlormethane (24ml) mixture. The thick suspension was stirred vigorously at 0C. Thiophosgene (3.04 g, 2.03 ml, 26.4 mmol, Eq: 1.1) was added slowly dropwise to the mixture. After the addition the mixture was stirred at 0C for lhr, then stirred overnight at room temperature. The precipitate was filtered and the filter cake was washed with dichloromethane. The phases were separated and the aqueous was extracted with dichloromethane. The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated in vacuo to afford 5.18 g (86%) of the desired product as an off-white solid which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,5-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BILOTTA, Joseph Anthony; CHEN, Zhi; CHIN, Elbert; DING, Qingjie; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KLUMPP, Klaus; MA, Han; MERTZ, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/6066; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67567-26-4, 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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The starting materials 1 and 2 were commercially available (Energy Chemical, Shanghai, China).Compound 2 (3.72 mmol) was added to a stirred solution of compound 1 (3.38 mmol) in glacial aceticacid (10 mL). The reaction mixture was then stirred at 110 C for 4 h. After completion of the reaction,the solvent was evaporated, and the residue was purified on a silica gel column chromatography andeluted with ethyl acetate/petroleum ether (bp 60-90 C) (1:3, v/v) to give compounds 3.

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-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gao, Wei; Li, Xiaotian; Ren, Da; Sun, Susu; Huo, Jingqian; Wang, Yanen; Chen, Lai; Zhang, Jinlin; Molecules; vol. 24; 23; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary