Month: March 2021

Related Products of 111721-75-6, These common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, 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: Different aniline (0.75 mmol) was dissolved in CH3CN (10 mL) in a 25-mL round-bottomed flask and cooled to 0C in an ice bath. To this stirred mixture was added t-BuONO (1.125 mmol) followed by TMSN3 (0.9 mmol) dropwise. The resulting solution was stirred at room temperature for 2 h. Compound 2 (0.5 mmol), CuI(0.1 mmol) and Et3N (0.6 mmol) were then added and the reaction was stirred at room temperature. The progress of the reaction was monitored by TLC. After the completion of reaction, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography using petroleum ether/ethyl acetate as eluting solution to afford the target compounds 3 [25-29]. The data of 3a-3w are shown as follows. We selected one compound, 3d, as a representative compound and signal positions of carbon protons were assigned.

The synthetic route of 111721-75-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Xiulei; Xiao, Youxin; Wang, Gaolei; Li, Zhong; Xu, Xiaoyong; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5495 – 5508;,
Bromide – Wikipedia,
bromide – Wiktionary

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

955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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. Formula: C18H11BrO

475 mg (1.00 mmol) of Intermediate (B), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145¡ãC while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 465 mg (yield of 65percent) of Compound1 as a target compound. LC-Mass (calculated: 715.26 g/mol, found: M+1 = 716 g/mol)

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); 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. 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, A new synthetic method of this compound is introduced below., Formula: C15H23Br

1L three bottles,To a solution of 32.5 g of 2,4,6-triisopropylbromobenzene,5.6 g of magnesium turnings and 300 mL of anhydrous THF,20 g of o-chlorobromobenzene was dropwise added,2,4,6-triisopropyl-2-bromobiphenyl Grignard reagent,Refluxed for 2 hours,Down to room temperature,2.4 g of tetrakis (triphenylphosphine) palladium was added,Stirred for 30 minutes,18.8 g of di-tert-butylphosphonium chloride was added dropwise at room temperature,The reaction was refluxed for 5 hours.And the mixture was added dropwise to the reaction solution under ice-water bath200 mL of saturated aqueous ammonium chloride was quenched,Liquid separation,The organic phase is dissolved,Add methanol crystallization,And filtered to obtain 41.7 g of white 2-di-tert-butylphosphine-2,4,6-triisopropylbiphenyl,Yield 94%.

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; Panjin Gelin Kaimo Technology Co., Ltd.; Rao, Zhihua; Gong, Ningrui; (12 pag.)CN105859774; (2016); 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. 1198171-18-4, name is 1-Bromo-2-(difluoromethyl)-4-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-Bromo-2-(difluoromethyl)-4-fluorobenzene

2-[2-(Difluoromethyl)-4-fluorophenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane To a solution of 1-bromo-2-(difluoromethyl)-4-fluorobenzene (31 g, 137.773 mmol, 1 equiv.) and BPD (52.48 g, 206.664 mmol, 1.50 equiv.) in 1,4-dioxane (300 mL, 3541.225 mmol, 25.70 equiv.) were added AcOK (27.04 g, 275.546 mmol, 2 equiv.) and Pd(dppf)Cl2.CH2Cl2 (5.63 g, 6.889 mmol, 0.05 equiv.) at 25 C. under nitrogen atmosphere. The mixture was stirred at 90 C. for 2 hours. The resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with PE/EA (10/1) to afford 2-[2-(difluoromethyl)-4-fluorophenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (30 g, 80.03%) as a light yellow oil. The reaction was monitored by TLC. The crude was used the next step directly.

The synthetic route of 1198171-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Goldfinch Bio, Inc.; Ledeboer, Mark W.; Daniels, Matthew H.; Yu, Maolin; Harmange, Jean-Christophe P.; US2020/102301; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 444-14-4, 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 444-14-4 as follows.

The procedure was adapted from Lemair, M. et.al . Tetrahedron, 2011 67, 1971 1976. To the solution of 2-(trifluoromethyl)aniline (1.5 g, 9.31 mmol) inacetic acid (15 mL) was added KBr (1.307 g, 10.99 mmol) and sodium perborate monohydrate (0.929 g, 9.31 mmol) and the mixture was stirred for 5 mm. To this mixture was added ammonium molybdate tetrahydrate (11.51 g, 9.31 mmol) and the reaction mixture was stirred at room temperature for 3 h. After completion of the reaction as determined by TLC, water was added and the pH was adjusted to 8 usingaq. saturated sodium bicarbonate solution. The reaction mixture was extracted with ethyl acetate (3 x 5 mL). The combined organic extracts were washed with brine solution, dried over sodium sulfate and concentrated under reduced pressure to afford 4-bromo-2-(trifluoromethyl)aniline (800 mg, 36% yield) as a yellow solid. The analytical data was consistent with the literature reference cited above.

According to the analysis of related databases, 444-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; BRONSON, Joanne J.; DZIERBA, Carolyn Diane; MACOR, John E.; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; WO2015/6100; (2015); 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. 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-1,3-diethyl-5-methylbenzene

Under a nitrogen atmosphere, 14.2 g of malonic acid dinitrile are added at normal pressure and room temperature to a mixture of 67.3 g of 50% potassium hydroxide solution and 300 mi of 1-methyl-2-pyrrolidone. The reaction mixture is heated to from 60 to 100C, and 106 g of diluent are distilled off at reduced pressure (from 20 to 30 mbar). Under a nitrogen atmosphere and at normal pressure, 45.5 g of 2-bromo-1, 3-diethyl-5-methylbenzene are added. The reaction mixture is then heated to 120C with stirring, At that temperature, a mixture of 0.26 g of TRIPHENYLPHOSPHINE, 0.2 g of a commercially available palladium (LI) chloride solution in concentrated hydrochloric acid (20% Pd content corresponding to 0.071 g of palladium (II) chloride and 0.142 g of concentrated hydrochloric acid) and 19.5 g of 1-METHYL-2-PYRROLIDONE is added. Stirring is carried out at from 120 to 125C FOR 1 hour, and then a mixture of 0.26 g of triphenylphosphine, 0.2 g of a commercially available PALLADIUM (II) chloride solution in concentrated hydrochloric acid (20% Pd content corres- ponding to 0.071 g of palladium (li) chloride and 0.142 g of concentrated hydrochloric acid) and 19.5 g of 1-METHYL-2-PYRROLIDONE is again added. The reaction mixture is stirred for 3 hours at from 120 to 125C, and then a further 237 g of diluent are distilled off at reduced pressure (from 20 to 30 mbar) and at from 80 to 120C. After cooling the reaction mixture to 45C, 100 mi of toluene and 220 g of water are added and intensive stirring is carried out for 15 minutes. The two-phase mixture is transferred to a separating funnel in order to be separated. The organic phase is discarded. The aqueous phase is isolated and and 43.4 g of material are distilled off at reduced pressure (from 250 to 300 mbar) and at from 70 to 110C. 48.5 g of 32% hydrochloric acid are added in the course of from 60 to 80 minutes to the distillation sump, during the course of which the product crystallises out and the pH value falls to from 4.0 to 4.5. Suction filtration is carried out followed by washing with 130 ml of water (divided into 2 portions). The product is dried in a vacuum drying cabinet for 16 hours at from 100 to 250 mbar. 37.2 g (content 97.7% ; yield 85.7%) of 2- (2, 6-diethyl-4- methylphenyl) malonic acid dinitrile are obtained.

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; SYNGENTA PARTICIPATIONS AG; WO2004/50607; (2004); 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-3,5-difluoroaniline

4-bromo-3.5-difluoro-aniline 1 g (4.81 mmol) and m-methoxyphenylboronic acid 730 mg (4.81 mmol. 1 eq)Potassium carbonate (4.82 g 24.88 mmol 6 eq) [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (425.35 mg481 mmol 6 eq) was placed in a 100 ml two-necked flask, and 30 ml (dioxane: water = 3:1) was injected with nitrogen to protect the solution, and 80 was allowed to react for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 690 mg, yield 61%.

The synthetic route of 203302-95-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Zhao Yinglan; Luo Youfu; Wei Yuquan; (63 pag.)CN108467370; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of KOtBu (28 g, 249.5 mmol) in THF (180mL) was slowly added drop wise to a stirred solution ofdiphenylimine protected ethyl glycinate (60 g, 224.4 mmol),cyclobutyl methyl bromide (33.5 g, 224.8 mmol) in THF(180 mL) at 50 C within 15 min and the mixture was stirredat 60 C for 6 h. After completion of reaction (monitored byTLC), reaction temperature allowed to cool to 10 C and 2NHCl (100 mL) was added to reaction mixture by maintainingthe temperature below 15 C. After being stirred at rt for 7 h, DCM (400 mL) was added and the pH adjusted to above 12.By separating both the layers aqueous layer was re-extractedusing DCM (250 mL). The combined organic layers werewashed with brine (240 mL), dried over sodium sulfate, filteredthrough a plug of cotton and concentrated under reducedpressure to obtain the desired amino ester (51.8 g,85%) as colorless oil. 1H NMR (400M Hz, CDCl3) delta (ppm):1.25 (t, 3H, J = 6.8 Hz), 1.65-2.14 (m, 8H), 2.42-2.48 (m,1H), 3.72 (q, 2H, J = 6.8 Hz), 3.87-3.93 (m, 1H); MS m/z:172.2 ([M+H]+); IR (KBr) (upsilonmax, Cm-1): 1731.5 (C=O),3314.9 (-NH2), 3379.7 (-NH2).

The synthetic route of (Bromomethyl)cyclobutane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yerrabelly, Jayaprakash Rao; Rebelli, Pradeep; Yalamanchili, Bharathi Kumari; Ghojala, Venkat Reddy; Letters in Organic Chemistry; vol. 13; 5; (2016); p. 352 – 358;,
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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 4263-52-9

A mixture of (E)-1,2-di(4-pyridyl)ethylene (91 mg, 0.5 mmol) and sodium 2-bromoethanesulfonate (317 mg, 1.5 mmol) (Aldrich) in abs. EtOH (3 mL) was refluxed with stirring for 50 h. The insoluble substance was filtered, washed with benzene, MeOH, and acetone, and re-crystallized from water-EtOH (2.8:1 (v/v), 2.7 mL) to yield 128 mg (64%) of (E)-3a as a pinkish powder.

According to the analysis of related databases, 4263-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vedernikov, Artem I.; Lobova, Natalia A.; Kuz’mina, Lyudmila G.; Howard, Judith A.K.; Strelenko, Yuri A.; Alfimov, Michael V.; Gromov, Sergey P.; Journal of Molecular Structure; vol. 989; 1-3; (2011); p. 114 – 121;,
Bromide – Wikipedia,
bromide – Wiktionary