Tag: M.W=100-200

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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9Br

2-bromo-3,5-dimethylbenzene 15a (1.06 g, 5.70 mmol), bis(pinacolato)diboron (2.0 g, 8.60 mmol),1,1 ‘-bis (diphenylphosphino) ferrocene] dichloropalladium (210 mg, 0.20 mmol) and potassium acetate (1.40 g, 14.30 mmol) was dissolved in 20 mL of ethylene glycol dimethyl ether and heated to reflux for 3 hours. Filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography using eluent system B to give the title product, 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 15b (538 mg, yellow oil), yield: 42.1%.

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 556-96-7.

Reference:
Patent; SHANGHAI HENGRUI PHARM CO LTD; JIANGSU HENGRUI MEDICINE CO LTD; Lyu, HEJUN; DONG, QING; FEI, HONGBO; JIANG, HONGJIAN; SONG, PENG; (114 pag.)CN103030646; (2016); B;,
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Synthetic Route of 7051-34-5, A common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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 15 g quantity of methyl 3-hydroxy-4-methoxybenzoate obtained in Reference Example 1 was dissolved in 150 ml of dimethylformamide, and 34 g of potassium carbonate and 22.2 g of (bromomethyl) cyclopropane were added. The mixture was heated at 9O0C overnight. Ice water was added to the reaction mixture, and the precipitated crystals were collected by filtration and washed with an excess of water. The obtained crystals were dried under reduced pressure at room temperature to give 18.3 g of white crystalline methyl 3-cyclopropylmethoxy-4-methoxybenzoate. 1H-NMR (CDCl3) delta: 7.67 (IH, dd, J = 8.4, 1.8 Hz), 7.52 (IH, d, J = 2.1 Hz), 6.89 (IH, d, J = 8.4 Hz), 3.94-3.86 (8H, m) , 1.43-1.29 (IH, m), 0.70-0.58 (2H, m) , 0.45-0.30 (2H, m)

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; OTSUKA PHARMACEUTICAL CO., LTD.; WO2007/58338; (2007); A2;,
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Electric Literature of 583-75-5,Some common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

Potassium acetate (317 mg, 3.22 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (300 mg, 1.18 mmol) and 4-bromo-2-methyl-aniline (200 mg, 1.08 mmol) were dissolved in dimethylsulfoxide (3 mL). The reaction mixture was degassed using argon. 1,1′-Bis-diphenylphosphine ferrocene palladium(II) dichloride (24 mg, 0.03 mmol) was added and the reaction mixture was heated at 80 C for 5 h. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (20 mL). The organic layer was washed with saturated sodium bicarbonate (20 mL) and brine (20 mL). The organic layer was dried with sodium sulfate, filtered and purified by flash silica column chromatography (heptane:ethyl acetate, 0-40%) to obtain a crude mixture of starting material and product. The mixture was purified using reversed phase column chromatography to obtain the title compound as a clear oil (50 mg, 21%). ESI-MS m/z: 234 (M+H)+.

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-methylaniline, its application will become more common.

Reference:
Patent; Emergent Product Development Gaithersburg Inc.; Roussel, Patrick; Heim, Jutta; Schneider, Peter; Bartels, Christian; Liu, Yaoquan; Dale, Glenn; Milligan, Daniel; (107 pag.)EP3034078; (2016); A1;,
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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. 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. Application In Synthesis of 3-Bromo-4-methylaniline

General procedure: 1-Aryl-4-nitro-1H-imidazoles were prepared following the general procedure we have developed in our laboratory [23] with some slight modifications. Equimolar amount of aniline derivative was treated with 1,4-dinitro-1H-imidazole in aqueous methanol at ambient temperature in the dark for several hours until complete disappearance of 1,4-dinitro-1H-imidazole monitored by TLC. In some cases, the mixture was heated under reflux to complete the reaction. On cooling, the desired crude 1-aryl-4-nitro-1H-imidazoles separated from the mixture by precipitation. After filtration and recrystallization the pure product was obtained. Yields, solvents used for recrystallization and specific data are given below in the respective sections. Further details are available on request.

The synthetic route of 7745-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Trunz, Bernadette Bourdin; Jdrysiak, Rafa?; Tweats, David; Brun, Reto; Kaiser, Marcel; Suwi?ski, Jerzy; Torreele, Els; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1524 – 1535;,
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Adding a certain compound to certain chemical reactions, such as: 2044-08-8, name is 1-Bromocyclohex-1-ene, 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 2044-08-8, Recommanded Product: 1-Bromocyclohex-1-ene

Under nitrogen protection, 20 g (0.12 mol) of 1-bromo-1-cyclohexene and 34.7 g (0.14 mol) of pinacol borate were added to the three-necked flask.2.0 g (6 mol%) of triphenylphosphine,2.6 g (3 mol%) of trans-bis(triphenylphosphine)palladium(II) dichloride,Potassium phenolate 24.6 g (0.19 mol) and anhydrous toluene 250 mL.After nitrogen substitution, the reaction was stirred at 50 C for 5 hours.The system was then cooled to room temperature and quenched with water.The reaction mixture was extracted with a benzene solvent and brine.The organic phase was dried over anhydrous magnesium sulfate.The dried mixture was filtered and concentrated under reduced pressure.It can be purified by silica gel column or distillation to obtain 21.9 g (yield: 85%)Cyclohexene-1-boronic acid pinacol ester.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromocyclohex-1-ene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yurui (Shanghai) Chemical Co., Ltd.; Zheng Xianzhe; (51 pag.)CN109206457; (2019); A;,
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Synthetic Route of 1003-99-2, 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. 1003-99-2, name is 2-Bromo-5-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-Bromo-5-fluoro-aniline (2.50 g, 95 mass percent article, 12.5 mmol), m-nitrobenzenesulfonic acid (1.33 g, 6.53 mmol), 10.0 mL of 85 wtpercent aqueous phosphoric acid solution and ferrous sulfate heptahydrate (34.8 mg, 0.125 mmol) were placed in a 100 mL three-neck flask equipped with a magnetic stirrer, a reflux condenser, a thermometer and a dropping funnel and the mixture was heated to 80¡ãC in an oil bath. Subsequently, 2.32 g of methacrolein (98 mass percent article, 32.5 mmol) was added dropwise thereto through the dropping funnel for 1 hour. After completion of the dropwise addition, the mixture was heated and stirred at 100¡ãC for 2 hours. Then, the reaction mixture was poured into water and neutralized to pH 7 by ammonia water. The neutralized liquid was extracted with dichloromethane and then, dichloromethane was removed under reduced pressure. The resulting crude reaction product was purified by column chromatography (Hexane/AcOEt=100/0->1/1) using silica gel, followed by drying under reduced pressure to give 730 mg of 8-bromo-5-fluoro-3-methyl-quinoline as a yellow white solid (yield: 24.3percent). 1H-NMR (300 MHz, CDCl3) delta: 8.93 (d, 1H), 8.22-8.19 (m, 1H), 7.93-7.87 (m, 1H), 7.13-7.07 (m, 1H), 2.59 (s, 3H) [MS] EI (m/z): 240 (M+), CI (m/z): 241 (MH+)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-5-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ube Industries, Ltd.; EP1847545; (2007); A1;,
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348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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. COA of Formula: C6H3BrF2

EXAMPLE 16 Preparation of 4-(2,4-difluorophenyl)-anisole from 4-methoxyphenylmagnesiumbromide and palladium acetate/triphenylphosphine (0.1percent) A suspension of magnesium turnings (13.5 g; 555 mmoles–Janssen) in tetrahydrofuran (132.9 g) was heated at 65¡ã C. under stirring and under nitrogen. Then, iodine (0.35 g) and, after 30 minutes, 4-bromoanisole (102.65 g; 549 mmoles), in 1 hour, were added to the reaction mixture. At the end of the addition, the reaction mixture was kept at 75¡ã C. for 1 hour and, then, decanted obtaining a solution of 4-methoxyphenylmagnesiumbromide (solution A). A mixture of 1-bromo-2,4-difluorobenzene (100 g; 518 mmoles), palladium acetate (0.11644 g; 0.519 mmoles–Janssen) and triphenylphosphine (0.54356 g; 2.07 mmoles–Fluka) was de-aerated by vacuum/nitrogen at 25¡ã C. The mixture was heated at 85¡ã C., kept under stirring for 15 minutes and, then, solution A was added in 6 hours. At the end of the addition, the reaction mixture was kept at 85¡ã C. for 30 minutes. After cooling at 60¡ã C., a solution of 37percent hydrochloric acid (17.5 ml) in water (88 ml) was added in 20 minutes. The mixture was cooled at 40¡ã C. and the phases were separated. The solvent of the organic phase was evaporated under reduced pressure obtaining the desired compound (113 g; HPLC titre 93.71percent; 93percent yield).

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zambon Group S.p.A.; US5312975; (1994); A;,
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Adding a certain compound to certain chemical reactions, such as: 10485-09-3, name is 2-Bromoindene, 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 10485-09-3, Quality Control of 2-Bromoindene

n a fully dried, argon purged 100 mL reactor,JP-A-2012-206997 2. 4-g 2- (5-methyl-2-furyl) -1-indene synthesized by the method described in the publicationCharge (15.0 mmol) and 20 mL of tetrahydrofuran,n-Butyllithium solution 9.70 mL(Hexane solution, 1.55 M, 15.0 mmol) is added,Stir at room temperature for 2 hours. This reaction solution is9.00 mL (75.3 mmol) of dimethylsilyl dichloride in 10 mL of n-hexane diluted solutionAdd slowly while cooling at -78 C,Stirring was continued for 20 hours while returning to room temperature.After the solvent of the reaction solution and unreacted dimethylsilyl dichloride were distilled off, 20 mL of tetrahydrofuran and 1.50 mL (16.0 mmol) of 1,3-dimethyl-2-imidazolidinone were added to the residue.In a fully dried, argon purged 200 mL reactor, 1.45 g (59.8 mmol) of magnesium pieces are charged,Stir vigorously for 30 minutes while heating under reduced pressure.After cooling to room temperature, attach a reflux condenser,A piece of iodine and 10 mL of tetrahydrofuran were charged and stirred.After dropwise addition of 1.0 mL of a dilute solution of 2.93 g (15.0 mmol) of 2-bromoindene in 10 mL of tetrahydrofuran,Heat to reflux until the iodine color disappears in the dryer,After the reaction starts, the remaining droplets areAfter completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours.This solution isAdd dropwise to the previous reaction residue dilution solution cooled to -78 C,Stirring was continued for 19 hours while slowly warming to room temperature.Add saturated aqueous ammonium chloride solution,The soluble fraction is extracted with n-hexane and the obtained fraction is saturated.Washed with Japanese salt water and dried over anhydrous magnesium sulfate.After filtering the magnesium sulfate,The residue obtained by distilling off the filtrate is purified by silica gel column chromatography,Target object shown by the following formula (A-3L)(Hereafter referred to as the compound (A-3L))Was obtained as an isomer mixture of 2.55 g (46% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsui Chemicals, Inc.; Prime Polymer Co., Ltd.; Tanaka, Yoichi; Harada, Yoichi; Tamura, Naoya; Hato, Ikki; Tsuchiya, Hiroko; (55 pag.)JP2019/59724; (2019); A;,
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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. 134168-97-1, name is 3-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

To a mixture of 4-(4-(pyrimidin-2-yl)piperazin-1-yl)dihydrofuran-2(3H)-one (100 mg) and 3-bromo-5-fluoroaniline (92 mg) in toluene (1 mL) was added bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct (61.9 mg) at room temperature and the mixture was stirred at 80 C. for 30 min. The reaction mixture was diluted with THF and quenched with sodium sulfate decahydrate (545 mg) at room temperature. The insoluble material was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, methanol/ethyl acetate) to give the title compound (80 mg). MS: [M+H]+ 438.1.

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:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; FUSHIMI, Makoto; AIDA, Jumpei; IKEDA, Shuhei; KUSUMOTO, Tomokazu; SUGIYAMA, Hideyuki; TOKUHARA, Hidekazu; (170 pag.)US2016/318864; (2016); A1;,
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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. 7745-91-7, name is 3-Bromo-4-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 7745-91-7

Aniline 4 (20.0 g, 107 mmol) was added to 30 mL of H2O and the mixture wasstirred vigorously with mechanical stirring as concentrated HCl (30 mL) was added slowly.A thick white solid formed immediately upon the addition of the acid. The mixture wascooled to -15 to -25C using a dry ice/acetone bath. A solution of NaNO2 (9.65 g, 140mmol) in H2O (30 mL) was added dropwise with continuous vigorous stirring to preventthe mixture from freezing. After the addition was complete, the reaction was kept cold andHBF4 (27 mL, 215 mmol, 48% in H2O) was added dropwise. A white solid (5) formedthat was vacuum filtered and washed with cold H2O and cold MeOH. The resultingproduct was dried under high vacuum overnight to give the fluoroborate salt as a whitesolid (28.1 g, 99 mmol, 92%).

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; Bohen, Alyssa A.; Mullane, Kimberly C.; Bohen, Joseph M.; Mallory, Clelia W.; Mallory, Frank B.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3342 – 3345;,
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