Author: Jessica.F

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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

To a suspension of l-bromo-2,4-difluorobenzene (lOg, 52.1mmol, l.Oeq) in cold H2SO4 (37.9mL) was added Conc.HN03 (33.3mL) in a dropwise manner keeping the internal temp 20°C, stirred for 10 min at 0°C then, the reaction mixture was poured into a mixture of diethyl ether (250mL) and ice water (250mL) with vigorous stirring. The organic layer was separated and the aqueous layer was again extracted with Et20 (250mL). The combined organic layer was washed with Satd. sodium bicarbonate (2 X 200 mL) followed by satd. brine (2 X 200 mL) solution. The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give crude product which was purified by column chromatography (SiO 100-200 mesh) using 15percent EtOAc in pet ether as an eluent to give l-bromo-2,4-difluoro-5 -nitrobenzene (52g, 72percent yield) as a yellow color liquid. LCMS: M+H]+ 272.23.

According to the analysis of related databases, 348-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1559-88-2, A common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, molecular formula is C6HBrF4, 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 15 Air inside a reaction vessel of the same type as the one used in Example 1 was replaced with a nitrogen gas in a satisfactory manner, after which 20 ml of a t-butyl methyl ether solution containing 0.0199 mol of suspended n-propyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.0183 mol of 1-bromo-2,3,5,6-tetrafluorobenzene was charged to the dropping funnel as the fluoroaryl halide. Then, 1-bromo-2,3,5,6-tetrafluorobenzene in the dropping funnel was dropped to the reaction vessel over 20 minutes at room temperature, and the reaction solution was stirred for 4 hours at room temperature. Consequently, 2,3,5,6-tetrafluorophenyl magnesium bromide was obtained in the form of a colorless t-butyl methyl ether solution.

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 7051-34-5, name is (Bromomethyl)cyclopropane, 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 7051-34-5, Application In Synthesis of (Bromomethyl)cyclopropane

Cyclopropyl methyl bromide (1.4 ml, 14.46 mmol), sodium iodide (0.986 g, 6.6 mmol) and potassium carbonate (3.64 g, 26.3 mmol) were added sequentially to a stirred solution of 4-hydroxybenzoic acid methyl ester (2.0 g, 13.14 mmol), in 25 ml of acetone at room temperature and the mixture was refluxed for 44 h. The solvent was evaporated to obtain a residue to which 10% NaOH (80 ml) was added. The solution was extracted with DCM twice. The combined DCM layers were washed with water and brine and dried over anhydrous Na2SO^ The solvent was evaporated to obtain 2.5 g (92.25%) of 4- cyclopropylmethoxybenzoic acid methyl ester. LCMS: [M+H]+ 270.3; IH-NMR (CDCl3): 7.964-7.986 (d, 2H, J=8.8 Hz), 6.895-6.917 (d, 2H, J=8.8 Hz), 3.879 (s, 3H), 3.849-3.867 (d, 2H, J=7.2 Hz), 1.262-1.281 (m, IH), 0.639-0.671 (m, 2H), 0.360-0.372 (m, 2H).

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:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; SARMA, Pakala, Kumara Savithru; ACHARYA, Vinod, Parameshwaran; KASIBHATLA, Srinivas, Rao; VISWANADHAN, Vellarkad, Narayana; SHEKHAR, Polisetti; BISCHOFF, Alexander; WO2010/127212; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103273-01-4, A common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, molecular formula is C10H14BrN, 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.

To a mixture of 2-bromo-4- tert-butylaniline (Compound 1-1, 16.8 g, 74 mmol) and CuCN (13.29 g, 148 mmol) in a 250 mL round-bottom flask was added NMP (N-methylpyrrolidone, 100 mL) . The mixture was heated to reflux under nitrogen until TLC analysis showed full conversion of the starting material. The mixture was cooled to room temperature and the solvent was removed under vacuum. To the residue was added aq. NH40H at 0 C. Ethyl acetate was used for extraction (three times) . The combined organic phase was dried over anhydrous MgSC>4, filtered, and evaporated under vacuum. The residue was purified by flash chromatography (ethyl acetate : hexanes = 1:10) to provide the aminobenzonitrile Compound 1-2 as a yellow solid (10.8 g, 84% yield) . 1H NMR (400 MHz, CDC13) delta 7.39- 7.33 (m, 2H) , 6.70 (d, J = 8.4 Hz, 1H) , 4.32 (br, 2H, NH2), 1.25 (s, 9H) ; 13C NMR (100 MHz, CDC13) delta 147.48, 141.15, 131.77, 128.56, 118.22, 115.32, 95.63, 34.02, 31.21. HRMS (ESI-TOF) m/z Calcd for C11H15N2+ [M+H] + 175.1230, found 175.1235.

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; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; (107 pag.)WO2016/123361; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10269-01-9, These common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, 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.

(2S)-1 -[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid (6.45 g, 29.97 mmol, 1 .00 equiv), HOBT (4.05 g, 29.97 mmol, 1 .00 equiv), EDCI (5.76 g, 30.05 mmol, 1 .00 equiv), and (3- bromophenyl)methanamine (5.55 g, 29.83 mmol, 1 .00 equiv) were dissolved in Nu,Nu-dimethylformamide at room temperature. The reaction was stirred for 2 h. Then it was quenched by the addition of water. The resulting solution was extracted with ethyl acetate and the organic layers were combined and washed with 3×50 mL of saturated aqueous sodium bicarbonate, brine, and concentrated in vacuo. This resulted in 1 0 g (87%) of tert-butyl (2S)-2-[[(3-bromophenyl)methyl]carbamoyl]pyrrolidine-1 -carboxylate as a white solid.

The synthetic route of 10269-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZALICUS PHARMACEUTICALS, LTD.; SHORT, Glenn, F., III; ROMERO, Donna, L.; LEE, Margaret, S.; WO2015/130957; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51436-99-8, These common heterocyclic compound, 51436-99-8, name is 4-Bromo-2-fluorotoluene, 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 29 Preparation of 2-fluoro-4-cyanotoluene (38) Copper(I) cyanide (Aldrich, 3.6 g, 40 mmol) was added to a solution of 4-bromo-2-fluorotoluene (Aldrich, 5 g, 27 mmol) in DMF (60 mL). The reaction mixture was heated at 150 C. for 11 hours. After cooling to room temperature, the mixture was partitioned between water and EtOAc (500 mL each). The organic layer was dried (MgSO4), and solvent was removed under vacuum to give the title compound (2.08, 58%). 1H-NMR (CDCl3) delta2.36 (s, 3H), 7.30 (m, 3H), 7.35 (d, 1H, J=8.1 Hz).

The synthetic route of 51436-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Corvas International, Inc.; US6541467; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 33070-32-5, These common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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 89E 2.2-difluoro-1,3-benzodioxol-5-ylboronic acid A solution of 5-bromo-2,2-difluorobenzodioxole (1.18 g, 4.97 mmol) in anhydrous diethyl ether (8 mL) at -78 C. was treated with 2.5M n-BuLi in hexane (2.4 mL, 5.97 mmol), stirred for 1 hour, and treated with triisopropyl borate (1.5 mL, 6.46 mmol). The mixture was slowly warmed to room temperature and stirred for about 18 hours. The reaction was quenched with saturated NH4Cl/10% HCl and extracted with ethyl acetate. The combined extracts were dried (MgSO4), filtered, and concentrated. The concentrate was used directly without further purification. 1H NMR (CD3OD) delta 7.26-7.11 (m, 3H).

Statistics shows that 5-Bromo-2,2-difluorobenzodioxole is playing an increasingly important role. we look forward to future research findings about 33070-32-5.

Reference:
Patent; Claiborne, Akiyo K.; Gwaltney, II, Stephen L.; Hasvold, Lisa A.; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Rockway, Todd W.; Sham, Hing L.; Sullivan, Gerard M.; Tong, Yunsong; Wang, Gary; Wang, Le; Wang, Xilu; Wang, Wei-Bo; US2002/115640; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 583-68-6, 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. 583-68-6 name is 2-Bromo-4-methylaniline, 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.

General procedure: To a solution of 2-bromoaniline (5 g, 29 mmol) dissolved in CH3CN (80 mL) was added aq. HCl (15 mL conc. HCl in 50 mL water), then the mixture was cooled to 0 C, and it was added a solution of NaNO2 (2.4 g, 34.87 mmol) in water (50 mL). After addition, the reaction was kept at the temperature lower than 5 C for 30 min and it was added a solution of (7.23 g, 43.59 mmol) in water (50 mL). After addition, the reaction was kept at room temperature overnight, poured into water (300 mL) and extracted with CH2Cl2.The organic phase was dried over MgSO4. After workup, the brown oily product was distilled to afford a pale-yellow.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Lv, Jun; Liu, Qiancai; Tang, Jie; Perdih, Franc; Kranjc, Kristof; Tetrahedron Letters; vol. 53; 39; (2012); p. 5248 – 5252;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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: 2789-89-1

A solution of bis(4-bromophenyl)acetylene (1.500 g, 4.46 mmol, 1 equiv), and iodine(566 mg, 2.23 mmol, 0.5 equiv) in DMSO (7.5 mL) was stirred at 155 00 for 6 h. Thereaction mixture was then cooled down to room temperature and a 1% aqueoussolution of Na2S2O4 (100 mL) was added. The resulting yellow crystals were filtratedand washed with water. Recrystallisation from dioxane afforded 101 as yellow crystals(1.06 g, 65%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2789-89-1, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF BIRMINGHAM; BARANOFF, Etienne David; HERBAUT, Antoine Joel Maurice; (37 pag.)WO2016/193748; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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 2862-39-7, Application In Synthesis of 2-Bromo-N,N-dimethylethanamine hydrobromide

(A) (cis)-3-(Hydroxy)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one A vigorously stirred suspension of 7.0 g (0.020 mol) of (cis)-7-(trifluoromethyl)-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (see Example 28, part E) in 140 ml of dichloromethane (500 ml recovery flask fitted with magnetic stirrer) was treated with 25 ml of water, followed by 13.3 g (0.042 mol) of pulverized barium hydroxide and 0.8 g of benzyltrimethylammonium chloride. A solution of 10.5 g (0.045 mol) of 2-dimethylaminoethyl bromide hydrobromide in 12 ml of water was then added portionwise. The flask was stoppered and the mixture was vigorously stirred at room temperature and stirring was continued overnight. Some solids were filtered off, washed with dichloromethane, and the layers in the filtrate separated. The dichloromethane layer was washed with water (2*75 ml), then shaken with 750 ml of water containing 42 ml of N hydrochloric acid. A stubborn emulsion was encountered at this point. Some dichloromethane was drawn off but then the mixture was extracted with 600 ml of ether. The aqueous phase was layered over with 250 ml of ethyl acetate, basified with 56 ml of N sodium hydroxide, shaken, and separated. The aqueous phase was extracted with ethyl acetate (three times 150 ml), the combined organic layers washed with brine (100 ml), dried (magnesium sulfate), and the solvent evaporated to give a colorless solid which was pump-dried; yield 7.87 g; melting point 136-138 C. TLC:Rf 0.42 (90:10 dichloromethane-methanol).

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:
Patent; E. R. Squibb & Sons, Inc.; US4748239; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary