Month: March 2021

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

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

Application of 2044-08-8, 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. 2044-08-8 name is 1-Bromocyclohex-1-ene, 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.

EXAMPLE 4 1,1-Dimethylethyl 4-[2-cyclohexen-1-yl-(4-phenoxyphenyl)amino]-1-piperidinecarboxylate STR140 Add a mixture of amine 12 (3.0 g, 8.2 mmol), prepared from 4-phenoxyaniline and N-carboethoxy-4-piperidinone using the procedures of Example, step 1, and cyclohexenyl bromide (875 mg, 5.4 mmol) in EtOAc (30 ml) to a well stirred suspension of copper (II) perchlorate hexahydrate (1.0 g, 2.7 mmol) and copper metal (207 mg, 3.3 mmol) in EtOAc (15 ml) under N2. After stirring at room temperature for 12 hours, add an aqueous solution of KCN (5.5 g in 70 ml of water). Extract the resultant clear solution with EtOAc (2*100 ml). Dry the combined organic extracts with Na2 SO4 and remove the solvent by distillation. Chromatograph the residue on silica gel using EtOAc/hexane (110)(110) as the eluent to give 1.25 g (52%) of the product 13 as semi-solid foam. Use a similar procedure to prepare compound 4A:

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

Reference:
Patent; Schering Corporation; US5952349; (1999); A;,
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. 201138-91-2, name is 4,6-Dibromodibenzo[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

13.6 g of phenylboronic acid and 32.6 g of 4.6-dibromo-dibenzofuran were added to a 2 L three-necked flask and 700 mL was added thereto.Dissolve toluene and 150 mL of ethanol, purge with nitrogen for 15 minutes, add 150 mL of K2CO3 (3.0 eq., 2M) in water, and finally add2.3g Pd(PPh3)4 (2mol%). The temperature was raised to 110C and the reaction was completed overnight. Add activated carbon adsorption, suction filtration, remove solvent, dryDrying, recrystallization from toluene and ethanol gave 29.7 g of intermediate AB with a yield of 92%.

The synthetic route of 201138-91-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Shen Nan; Wang Xiaowei; (87 pag.)CN107880055; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 583-70-0,Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

Under the protection of nitrogen,Add in a 100ml reaction bottle2.67 g of 2,4-dimethylaniline (molecular weight: 121, 22 mmol),2.68 g of 2,4-dimethylbromobenzene (molecular weight 184, 20 mmol),5.76 g of sodium tert-butoxide (molecular weight 96,60 mmol),Pd2(dba)3 183mg (molecular weight 916, 0.2mmol),P(tBu)3 121 mg (molecular weight 202, 0.6 mmol).Anhydrous toluene 50 ml. Plus,The oil bath is slowly heated to reflux reaction.TLC monitors the end of the reaction,The reaction was completed in 10 hours.Cool, add water to quench the reaction,Extracted with 50 ml of dichloromethane,The organic phase was dried over anhydrous MgSO4.The organic phase is evaporated to dryness.The obtained solid is separated by column chromatography.3.8 g of a white solid,Molecular weight 225, yield 85% by weight.

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Sun Entao; Gao Wenzheng; Fan Hongtao; Zhang Xianghui; (44 pag.)CN109134456; (2019); A;,
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

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

Electric Literature of 1073-06-9, A common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

General procedure: An oven dried round-bottom flask was charged with magnesium (1.2 equiv.), applied high vacuum three times and back filled with nitrogen. Then a small piece iodine (I2) and solvent dry THF 5 mL was added under N2 atmosphere. Solution of aryl bromide (1.0 equiv. 3 mmol) in 5 mL of dry THF was dropped slowly to the round bottom flask and stirred at room temperature for 30 min under N2 atmosphere. After the formation of Grignard reagent, the reaction mixture was cooled to 0 C and then corresponding aldehyde 1.5 equiv. was added dropwise. The reaction mixture was stirred for 1-2 h. Progress of the reaction was monitored by TLC. After consumption of reactants, the reaction mixture was quenched with sat. NH4Cl solution and extracted with ethyl acetate (3 * 20 mL). The combined organic layer was washed with sat. NaCl solution and dried over anhydrous Na2SO4. The organic layer was concentrated under vacuum, and the crude mixture was purified by silica gel column chromatography (hexanes/ethyl acetate) to afford pure secondary benzyl alcohols 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:
Article; Muneeswara, Madithedu; Sundaravelu, Nallappan; Sekar, Govindasamy; Tetrahedron; vol. 75; 25; (2019); p. 3479 – 3484;,
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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

a solution of 2-bromo-5-methylaniline (2.00 g, 10.75 mmol), K2003 (3.71 g, 2.69 mmol) and iodomethane (3.35 mL, 53.75 mmol) in acetonitrile (60mL) wa heated at 11000 for 18h. After cooling to rt, the inorganic salt was removed through a pad of Celite. The solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with Hexanes/EtOAc (90:10) to afford 2-bromo-N,N,5-trimethylbenzenamine Ex.42a (2.09 g, 91%).

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; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary