Month: January 2021

These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-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. Recommanded Product: 3-Bromo-4-fluoroaniline

General procedure: To a solution of 4-chloro-2-methyl-6-nitroquinoline 12 (2.67g, 12.0mmol) and aniline 13b (1.34g, 14.4mmol) in 30mL of isopropanol (IPA) was added HCl (2 drops) at room temperature. The reaction mixture was then heated at reflux temperature for 3h. Resulting solution was cooled to room temperature. Solid separated was collected by filtration and washed with IPA. The crude product obtained was crystallized from EtOH/CH2C2 to give 14b, 1.91g (57%).

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

Reference:
Article; Marvania, Bhavin; Kakadiya, Rajesh; Christian, Wilson; Chen, Tai-Lin; Wu, Ming-Hsi; Suman, Sharda; Tala, Kiran; Lee, Te-Chang; Shah, Anamik; Su, Tsann-Long; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 695 – 708;,
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Reference of 80058-84-0, A common heterocyclic compound, 80058-84-0, name is 4-Bromo-2,6-diisopropylaniline, molecular formula is C12H18BrN, 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.

With stirring, 21 g (0.15 mol) of potassium carbonate are initially added to 141 g (1.5 mol) of phenol in 500 g of toluene, followed by the addition of 168 g (1.5 mol) of a 50percent aqueous solution of potassium hydroxide. The entire water of reaction is then separated under reflux, and then ca. 400 g of toluene are removed by distillation. The residue is dissolved in 700 g of dimethyl formamide. After addition of 6 g (0.05 mol) of copper carbonate, solvent is distilled off until the temperature of the reaction mixture is 140¡ã C. Then 256 g (1 mol) of 4-bromo-2,6-diisopropylaniline are added at 140¡ã C. and the mixture is kept for 10 hours at 140¡ã C. The dimethyl formamide is then removed by vacuum distillation, the residue is extracted with water, and the product is taken up in toluene. After stripping off the toluene, the crude product is purified by vacuum distillation, giving 215 g (80percent of theory) of 4-phenoxy-2,6-diisopropylaniline with a boiling point of 142¡ã-145¡ã C./0.04 mbar and a melting point of 69¡ã-71¡ã C., in the form of a bright red product.

The synthetic route of 80058-84-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4997967; (1991); A;,
Bromide – Wikipedia,
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Synthetic Route of 24358-62-1, 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 24358-62-1 as follows.

tert-Butyl 1-(4-bromophenyl)ethylcarbamate 1-(4-Bromophenyl)ethanamine (3.58 ml, 25 mmol) and Et3N (4.39 ml, 31.25 mmol) was dissolved in CH2Cl2 and cooled to 0 C. To this was added (Boc)2O (6.0 g, 27.5 mmol) and the resulting solution was stirred 5 minutes at 0 C. for 5 and then 3 h at room temperature. The reaction was washed with HCl (50 ml, 1M) followed by NaHCO3 (sat) (2*50 ml). The organic phase was dried over MgSO4, filtered and evaporated. The residue was purified by precipitation from MeOH/H2O (10:1) to give 6.35 g (85%) of the title compound as a white powder. 1H NMR (CDCl3) delta 7.45 (d, 2H), 7.18 (d, 2H), 4.83-4.70 (br, 2H), 1.46-1.32 (br, 12H).

According to the analysis of related databases, 24358-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RESPIRATORIUS AB; US2012/40942; (2012); 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. 4101-68-2, name is 1,10-Dibromodecan, A new synthetic method of this compound is introduced below., Recommanded Product: 4101-68-2

Under nitrogen atmosphere, 1.23 g of compound 3, 2.97 g of 1,10-dibromodecane, 0.43 g of potassium hydroxide and 0.16 g Tetrabutylammonium bromide was added to a mixture of 10 ml of methylene chloride and 6.5 ml of water. After stirring at room temperature for 24 hours,Ml of water, washed once with 15 ml of saturated brine, the organic layer was separated, and dried over anhydrous sodium sulfate to remove water After which the solvent was removed on a rotary evaporator and purified using 200-300 mesh silica gel column chromatography (eluent ethyl acetate / petroleum ether volume 1: 30-1: 20) to give 1.41 g of the compound 4 as a colorless solid in a yield of 89%

The synthetic route of 4101-68-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guilin University of Technology; Kong, Xiangfei; Dai, Shengping; Yang, Liu; Liao, Peihai; Wang, Guixia; (8 pag.)CN106117227; (2016); A;,
Bromide – Wikipedia,
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Reference of 18087-73-5, These common heterocyclic compound, 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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.

Tetrakis(triphenylphosphine)palladium(0) (64 mg, 55 pmol) and sodium carbonate (118 mg, 1.11 mmol) were added to a solution of 3-bromoimidazo[1,2-b]pyridazine (110 mg, 0.555 mmol) and C7 (295 mg, 0.610 mmol) in 1,4-dioxane (5 mL) and water (1 mL). The reaction mixture was degassed and purged with nitrogen several times, then placed in a sealed tube and heated at 120 C in a microwave reactor for 30 minutes. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3 x 30 mL); the combined organic layers were washed with saturated aqueous sodium chloride solution (20 mL), dried over sodium sulfate, filtered, and concentratedin vacuo. Preparative thin layer chromatography (Eluent: ethyl acetate) provided the product as a yellow solid. Yield: 120 mg, 253 mmol, 46%. LCMS m/z 475.1 [M+H].

Statistics shows that 3-Bromoimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 18087-73-5.

Reference:
Patent; PFIZER INC.; GALATSIS, Paul; HAYWARD, Matthew Merrill; KORMOS, Bethany Lyn; WAGER, Travis T.; ZHANG, Lei; HENDERSON, Jaclyn Louise; KURUMBAIL, Ravi G.; VERHOEST, Patrick Robert; STEPAN, Antonia Friederike; WO2015/92592; (2015); A1;,
Bromide – Wikipedia,
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These common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, 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. SDS of cas: 3814-30-0

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.9 1-(2-(Cyclopentylmethoxy)-6-hydroxyphenyl)ethanone (3i) Yield 50%; white semi solid; Rf 0.61 (0.5:9.5 EA: HX); IR (KBr) 3239, 2911, 2840, 1614 cm-1; 1H NMR (CDCl3) delta 13.23 (s, 1H), 7.29 (t, J = 8.4 Hz, 1H), 6.52 (dd, J = 0.8, 8.4 Hz, 1H), 6.39 (d, J = 8.2 Hz, 1H), 3.94 (d, J = 7.07 Hz, 2H), 2.70 (s, 3H), 2.33-2.57 (m, 1H), 1.85 (dd, J = 5.73, 6.95 Hz, 2H), 1.52-1.63 (m, 4H), 1.31-1.45 (m, 2H).

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

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-3-(tert-butyl)benzene

A 1.7 M solution of tert-butyllithium in pentane (2.60 mL, 4.42 mmol) was added to a solution of 1-bromo-3-tert-butyl-benzene (426 mg, 2.00 mmol) in tetrahydrofuran (5 mL) at-78 ¡ãC. After stirring for 1 h, tributyltin chloride (0.57 mL, 2.10 mmol) was added at-78 ¡ãC. After stirring for 18 h, during which time the solution warmed to ambient temperature, the solution was diluted with water and extracted with methylene chloride. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated to yield 976 mg (115percent yield) of tributyl- (3-tert-butyl-phenyl)-stannane as a impure light yellow oil.

According to the analysis of related databases, 3972-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); 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. 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-N1-methylbenzene-1,2-diamine

To a round bottom flask was added 4-bromo-N2-methylbenzene-1,2-diamine (1-2) (9.07 g, 45.1 mmol), sulfamide (8.84 g, 92 mmol), and finally anhydrous pyridine (75 mL). The reaction mixture was then heated to 125C while stirring in a hot oil bath with a water cooled reflux condenser attached under an atmosphere of nitrogen for 14 hours. The crude reaction mixture was then allowed to cool to room temperature, suspended in ethyl acetate and added 6N HCl until pH <3. Crude mixture was then filtered. Filtrate organics were separated, then washed with 6N HCl twice dried over sodium sulfate, filtered, and concentrated to give 6- bromo-1 -methyl- 1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (1-3). HRMS (M+H)+:observed = 262.9486, calculated = 262.9484. The synthetic route of 337915-79-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK SHARP & DOHME CORP.; LAYTON, Mark, E.; KELLY, Michael, J.; HARTINGH, Timothy, J.; WO2011/109277; (2011); A1;,
Bromide – Wikipedia,
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Electric Literature of 67567-26-4,Some common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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.

The starting material was prepared as follows: Sodium hydride (60%, 612mg, 15.3mmol) was added to a solution of 4-bromo-2,6-difluoroaniline (2.77g, 6.65mmol) in DMF (80ml). After stirring for 30 minutes at ambient temperature, 7-benzyloxy-4-chloro-6-methoxyquinazoline (2g, 6.65mmol), (prepared, for example, as described in WO 97/22596, Example 1, but the free base was generated prior to use), was added and stirring was maintained for 4 hours. The mixture was partitioned between ethyl acetate and water (200ml). The organic layer was separated, washed with water, brine, dried (MgSO4) and the volatiles were removed by evaporation. The residue was triturated with isopropanol, collected by filtration, washed with ether and dried under vacuum to give 7-benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline (1.95g, 62%). MS – ESI: 472-474 [MH]+ 1H NMR Spectrum: (DMSOd6) 3.94 (s, 3H), 5.3 (s, 2H), 7.3 (s, 1H), 7.4 (d, 1H), 7.45 (t, 2H), 7.5 (s, 1H), 7.55 (d, 1H), 7.65 (d, 2H), 7.85 (s, 1H), 8.35 (s, 1H), 9.4-9.6 (br s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,6-difluoroaniline, its application will become more common.

Reference:
Patent; AstraZeneca AB; EP1244647; (2006); B1;,
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. 126930-72-1, name is 1-Bromo-4-dodecylbenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

To a suspension of 1 -bromo-4-dodecylbenzene (3.626 g, 1 1 .15 mmol) in anhydrous tetrahydrofuran (48 cm3) at -78 C, ferf-butyllithium (13 cm3, 22 mmol, 1 .7 M in pentane) is added dropwise over 30 minutes. After 40 minutes the reaction is allowed to warm to -30 C before the reaction mixture is then re-cooled to -78 C. Additional 1 -bromo-4-dodecylbenzene (362 mg, 1 .1 1 mmol) is added and after 15 minutes ethyl 2-[5-(3- ethoxycarbonyl-2-thienyl)thieno[3,2-b]thiophen-2-yl]thiophene-3- carboxylate (1 .00 g, 2.23 mmol) is added in one portion to the reaction mixture. This mixture is then allowed to stir at -78 C for 20 minutes before removing allowing the mixture to warm to 23 C. Water (100 cm3) is added and the mixture stirred for 5 minutes. Diethyl ether (50 cm3) is then added and the organic layer extracted. The organic extract is then washed with saturated ammonium chloride solution (100 cm3), water (100 cm3) and brine (100 cm3), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The crude is purified by column chromatography eluting with a graded solvent system (40-60 petrol:dichloromethane; 1 :0 to 3:2) with final purification achieved by trituration with methanol (3 x 10 cm3), washing the filtered solid with 40-60 petrol (2 x 10 cm3), diethyl ether (10 cm3) and acetone (10 cm3) to give intermediate 38 (2.09 g, 70%) as a yellow solid. 1H NMR (400 MHz, CDCIs) 7.12 – 7.17 (10H, m), 7.07 – 7.12 (8H, m), 6.64 (2H, s), 6.45 (2H, d, J 5.2), 3.24 (2H, s), 2.60 (8H, t, J 7.7), 1 .57 – 1 .65 (8H, m), 1 .25 – 1 .35 (72H, m), 0.89 (12H, t, J 6.8).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126930-72-1.

Reference:
Patent; MERCK PATENT GMBH; MORSE, Graham; NANSON, Lana; MITCHELL, William; KROMPIEC, Michal; D’LAVARI, Mansoor; PRON, Agnieszka; (327 pag.)WO2018/65350; (2018); A1;,
Bromide – Wikipedia,
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