Category: bromides-buliding-blocks

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,
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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,
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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,
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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,
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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,
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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,
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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;,
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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,
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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

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