Category: bromides-buliding-blocks

Reference of 1074-24-4,Some common heterocyclic compound, 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, molecular formula is C8H8Br2, 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.

In a 100 ml flask, with a magnetic stirrer, thermometer and coolant, in an inert atmosphere, the following were loaded, in order: 1 ,4-dibromo-2,5-dimethybenzene (Aldrich) (13.20 g; 50.0 mmoles) [dihalogenated acrylic compound having general formula (II) wherein Rn = methyl and X = bromine] and carbon tetrachloride (Aldrich) (1590 ml) and, after heating to reflux temperature, for 5 minutes, a bromine solution (Aldrich) (10.80 ml; 210 mmoles) in carbon tetrachloride (Aldrich) (50 ml) was added, by dripping: the reaction mixture obtained was maintained at reflux temperature, under stirring, and subjected to radiation with an incandescent lamp at 500 W (UV radiation emitted at 300 nm), for 4 hours. Subsequently, after cooling to room temperature (25°C), the reaction mixture obtained was placed in a 500 ml separator funnel: a concentrated aqueous solution of sodium bisulfite (NaHSOs) (Aldrich) (3 x 100 ml) and deionized water (Aldrich) (3 x 100 ml) was added to said reaction mixture and everything was extracted, obtaining an acidic aqueous phase and an organic phase. The entire organic phase (obtained by joining the organic phases deriving from the three extractions) was subsequently anhydrified on sodium sulfate (Aldrich) and evaporated. The residue obtained was recrystallized from ethyl acetate (Aldrich) (50 ml), obtaining 26.04 g of 1 ,4-dibromo-2,5- bis(dibromomethyl)benzene having formula (III) as white crystals (yield 89percent).

The synthetic route of 1074-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENI SPA; BIANCHI, Gabriele; PASINI, Dario; NITTI, Andrea; (67 pag.)WO2019/175367; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 22385-77-9, 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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

5.8 g (238.6 mmol) of magnesium turnings are initially introduced into a flask which has been dried by heating, and a solution of 73 g (271.1 mmol) of bromo-3,5-d-tert-butylbenzene in 400 ml of dry THF is slowly added dropwise so that the reaction solution constantly boils under reflux. When the addition is complete, the solution is heated under reflux for a further 2 h and then allowed to cool. 20 g (108.5 mmol) of cyanogen chloride in 400 ml of dry THF are initially introduced in a further flask and cooled to 0 C. The Grignard reagent is added dropwise at such a rate that an internal temperature of 20 C. is not exceeded. When the addition is complete, the reaction mixture is warmed at room temperature overnight. The reaction is stopped by addition of 500 ml of 1 N HCl solution with ice-cooling. The phases are separated, and the aqueous phase is rinsed a number of times with ethyl acetate. The organic phases are combined and dried using saturated NaCl solution, and the solvent is then removed in vacuo. Methanol is added to the pale-brown oil, and the mixture is heated under reflux. After cooling, the solid is filtered off with suction, washed with heptane and dried in vacuo, giving 23.6 g (48.0 mmol, 44% yield) of a colourless solid.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3,5-di-tert-butylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; Koenen, Nils; Stoessel, Philipp; Hayer, Anna; Heil, Holger; Harbach, Philipp; (236 pag.)US9853228; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

57.62 g (0.3 mol, 1 eq) of 3-bromo-4-methylaniline are added to a solution of 75.8 g (0.344 mol, 1.15 eq) of di-tert-butyl dicarbonate in 580 mL of 2N sodium hydroxide solution. The reaction medium is refluxed for one hour and stirred at room temperature for 4 hours. The reaction medium is filtered and the solid is washed with water until the filtrate is neutral, and then dried. 90.33 g of tert-butyl (3-bromo-4-methylphenyl)carbamate are obtained in solid form.Crude yield > 100%

The synthetic route of 3-Bromo-4-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2006/18326; (2006); 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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Dibromo-2,5-difluorobenzene

n-Butyl lithium (3.6 ml,7.7 mmol) was added drop wise to a solution of 1,4- dibromo-2,5-difluoro-benzene (2g, 7.35mmol) in dry ether at -78C under nitrogen atmosphere and the resulting mixture was stirred at -78C for 30 minutes. This was followed by the addition of DMF (0.85ml, 11.03mmol) in dry THF. The resultant was stirred at room temperature for 1 hour. The reaction was monitored by TLC (5% ethyl acetate in hexane). The reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride. The organic layer was concentrated and purified by column chromatography on silica gel (2% ethyl acetate in hexane) to afford 600mg of the product (37% yield).1H NM (CDC13, 300 MHZ): delta 10.27-10.26 (d, 1H), 7.61-7.57 (t, 1H), 7.49- 7.44 (q, 1H)

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; NOVARTIS AG; BOCK, Mark Gary; GAUL, Christoph; GUMMADI, Venkateshwar Rao; SENGUPTA, Saumitra; WO2012/149413; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 74586-53-1, A common heterocyclic compound, 74586-53-1, name is 3-Bromo-5-methylaniline, molecular formula is C7H8BrN, 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.

Example 1.54 N-(3-Bromo-5-methylphenyl)-4-(difluoromethyl)-5-fluoropyrimidin-2-amine 2-Chloro-4-(difluoromethyl)-5-fluoropyrimidine (30 g, 162 mmol, 1.00 equiv) p- TsOH (37 g, 215 mmol, 1.33 equiv), 1,4-dioxane (600 mL), 3-bromo-5-methylaniline (46 g, 247 mmol, 1.53 equiv) were added into a 1000-mL pressure tank reactor purged and maintained with an inert atmosphere of nitrogen. The resulting solution was stirred for 72 h at 105C. The reaction mixture was cooled to room temperature. The solid was filtered out and the filtrate was concentrated under reduced pressure. The residue was applied onto a silica gel and purified column chromatography on silica (1 :20 ethyl acetate/petroleum ether) to afford N-(3-bromo-5- methylphenyl)-4-(difluoromethyl)-5-fluoropyrimidin-2-amine as a yellow solid. MS ESI calc’d. for Ci2H10BrF3 3 [M+H] + 332/334, found 332/334. NMR (400 MHz, CDC13): delta 8.45 (1H, s), 7.73 (1H, s), 7.21 (1H, s), 7.18 (1H, s), 7.05 (1H, s), 6.63 (1 H, t, J = 53.37 Hz), 2.34 (3H, s).

The synthetic route of 74586-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michele, R.; ALTMAN, Michael, D.; ROMEO, Eric, T.; VITHARANA, Dilrukshi; CASH, Brandon; SIU, Tony; ZHOU, Hua; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; HAIDLE, Andrew, M.; CHILDERS, Kaleen Konrad; MADDESS, Matthew, L.; REUTERSHAN, Michael, H.; DUCHARME, Yves; GUERIN, David. J.; SPENCER, Kerrie; BEAULIEU, Christian; TRUONG, Vouy Linh; GUAY, Daniel; NORTHRUP, Alan, B.; TAOKA, Brandon, M.; LIM, Jongwon; FISCHER, Christian; BUTCHER, John, W.; OTTE, Ryan, D.; SUN, Binyuan; WO2013/192125; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, 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. Safety of 5-Bromo-N1-methylbenzene-1,2-diamine

[000814j To a stirred solution of compound 1 (0.1 g, 1 eq) in DMF (5 mL),TEA ( 0.101 g, 2 eq) and 4-chlorobutanoyl chloride (0.06 1 g, 1 eq) was added at 0 C and stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was evaporated under reduced pressure and the residue was basified using saturated sodium bicarbonate solution and extracted with ethyl acetate (2 X 20 mL). Combined organic extracts were washed with brine and dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was dissolved in acetic acid (5 mL) and was heated to 70 C for 18 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was evaporated under vacuum and residue was basified with saturated sodium bicarbonate solution and extracted with ethyl acetate (2 X 25 mL). Combined organic extracts were washed with brine and dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel 100-200 mesh using 80% EtOAc-hexane to afford the title compound 2. LCMS (mlz): 289.00 (M + 1).

The synthetic route of 5-Bromo-N1-methylbenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 112a. To a solution of 1-bromo-3-(tert-butyl)benzene (0.2 g, 0.938 mmol, 1.0 equiv) in DMSO (10 mL) was added 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (0.356 g, 1.41 mmol, 1.5 equiv), KOAc (0.184 g, 1.876 mmol, 2.0 equiv) and resulting reaction mixture purged with N2 gas for 10 minute, followed by the addition of Pd(PPh3)4 (0.055 g, 0.047 mmol. 0.05 equiv). The resulting reaction mixture was heated at 100 C. for overnight. Product formation was confirmed by LCMS. After the completion of reaction, the mixture was filtered through celite bed, washed with ethyl acetate (100 mL). Filtrate was concentrated under reduced pressure. The crude product obtained was purified by flash chromatography (hexane as an eluent) to obtain 2-(3-(tert-butyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.230 g, 94.26% Yield) as an off-white solid. (0909) LCMS 261.3 [M+H]+ (0910) 1H NMR (400 MHz, DMSO-d6) delta7.67 (s, 1H), 7.57-7.45 (m, 2H), 7.32 (t, J=7.5 Hz, 1H), 1.44 (d, J=6.6 Hz, 1H), 1.39-1.23 (m, 9H), 1.23-1.04 (m, 12H)

The synthetic route of 1-Bromo-3-(tert-butyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 38573-88-5, A common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

Under nitrogen atmosphere, diisopropylamine (5.8 g) was dissolved in THF (30 mL) and cooled to -70 C. or lower. To the solution, a 1.6 M butyllithium / hexane solution (32 mL) was added dropwise at such a rate that the inner temperature did not reach -65 C., and the mixture was subsequently stirred at -70 C. or lower for 30 minutes.Subsequently, a solution prepared by dissolving 2,3-difluorobromobenzene (10 g) in THF (50 mL) was added dropwise to the stirring reaction solution at a rate such that the internal temperature did not exceed -65 C.,The mixture was stirred at -70 C. or lower for 1 hour to prepare phenyllithiums.In a separate reaction vessel, a solution of difluorodibromomethane (16.3 g) dissolved in THF (160 mL) was cooled to -70 C. or lower, and a solution of the phenyllithium prepared in advance was added to the solution in a cannula , Followed by stirring at -70 C. or lower for 1 hour,And the mixture was heated to room temperature.Water and hexane were added to the reaction solution to separate the organic layer, and the organic layer was washed twice with saturated brine.Sodium sulfate was added to the organic layer after washing, dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene and 1,4 – dibromo-2,3-difluorobenzene (14.5 g). By measuring the ratio of each compound in the mixture using gas chromatography, 78.5% of 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene, 1,4-dibromo- 3-Difluorobenzene was 21.5%.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIC CORPORATION; TOJO, KENTA; KUSUMOTO, TETSUO; TAKATSU, HARUYOSHI; (13 pag.)JP6019595; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

2-Chloro-6-nitro-benzothiazol (200 mg, 0.93 [MMOL)] was placed in a 15 mi vial equipped with a stirring bar and septum. The vial was purged with argon and charged with DMF (1.0 [ML).] Diisopropyl-ethylamine (0.37 [ML,] 2 eq. ) was added resulting in a reddish solution. [2- (4-BROMO-PHENYL)-ETHYLAMINE] (186 mg, 1 eq. ) in DMF (1.0 [ML)] was added via syringe. The dark solution was then heated to 110 [C] for 30 minutes in an aluminum block. The mixture was cooled in an ice bath and diluted with water (10 [ML) WHILE] stirring vigorously. A dark precipitate formed. An additional 5 mi of water was added after stirring for 10 minutes and the product then collected by vacuum filtration. The product was washed with distilled water (2 x 10 ml) and dried under suction. The sample was dried under high vacuum (0.8 torr, 110 [C,] 20 hours) to give a solid (198 mg, 61%). %).’H NMR [(CDC13)] 8 : 8.5 (s, [1H),] 8.21 (br d, [1H,] J=7.7 Hz), 7.48 m (3H), 7.10 (d, 2H, J=7.7 Hz), 5. 68 (br s, 1H), 3.75 (br t, 3H), 2.99 [(BR T, 3H).]

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; MCR RESEARCH INC.; WO2004/14885; (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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H11BrO

4(4-bromophenyl)dibenzo[b,d]furan (138 mmol) and 4(9-ethyl-9H-indazol-1-yl)aniline (125.5 mmol) were added to the reaction vessel in that order. After tris(dibenzylideneacetone)dipalladium (6.3 mmol), tri-tert-butylphosphine (12.5 mmol), sodium t-butoxide (376.4 mmol), and toluene 1320 mL, the reaction was carried out at 100 ° C; The organic matter was extracted with diethyl ether and water, and the organic layer was dried over magnesium sulfate. Intermediate 1, 94.13 mmol (75percent), mass spectrum: theoretical 528.24, calculated 528.20;

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Wang Hui; Wang Kang; Li He; Li Long; Li Xiaolong; Wang Jinzheng; Ma Xiaoyu; (27 pag.)CN108864062; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary