Category: bromides-buliding-blocks

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. 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 5469-19-2

1-Bromo-2,4,5-trimethylbenzene (25.0 g, 0.125 mol) was dissolved in methylene chloride (500 mL). Aluminum chloride (20.1 g, 0.151 mol) and dichloromethyl methyl ether (13.7 mL, 0.151 mol) were added in a nitrogen atmosphere at -78C. After stirring at -78C for five minutes, water (500 mL) was added, followed by extraction with methylene chloride (400 mL). The organic layer was washed with brine and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate = 25/1) to give the target compound (14.4 g, yield: 51%) as a white solid. 1H-NMR (CDCl3, 400MHz):delta ppm: 2:27 (3H, s), 2.36 (3H, s), 2.55 (3H, s), 7.51 (1H, s), 10.53 (1H, s). MS (EI) m/z: 226 (M+)

The synthetic route of 5469-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1914229; (2008); A1;,
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. 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 153505-37-4

The compound was synthesized starting from (S)-4-phenyloxazolidin-2-one (1 equiv., 0.328 g, 2 mmol), 4-bromo-5-fluorobenzene-1,2-diamine (1 equiv., 0.412 g, 2 mmol), copper(I) iodide (0.1 equiv., 0.040 g, 0.2 mmol), cesium fluoride (2 equiv., 0.608 g, 4 mmol), cyclohexane-1,2-diamine (0.1 equiv., 0.024 mL, 0.2 mmol). The dried solids were given together in a reaction flask and the flask was purged with argon. A solution of cyclohexane-1,2-diamine in 4 mL dioxane was added to the flask. The reaction was stirred at 95 C. for 48 hours, before the reaction was cooled down to 45 C. and filtered through a pad of CELITE. The pad was washed with warm dichloromethane and the solution was concentrated under reduced pressure. The intermediate product was purified via FPLC using a chloroform-methanol gradient (0?10%, product elutes at about 5%).Yield: 0.078 g (13.6%)

According to the analysis of related databases, 153505-37-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROBIODRUG AG; US2011/92501; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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 1647-23-0, Recommanded Product: 1-Bromo-3,3-dimethylbutane

1-(2-Chloro-phenyl)-4,4-dimethyl-pentan-1-one 14.1 g (580 mmole) Magnesium turnings were placed in a 1 l-roundbottom flask equipped with a dropping funnel and a reflux condenser, and 60 ml of THF were added. The magnesium was etched slightly with a few crystals of iodine and then 2 g of 1-bromo-3,3-dimethyl-butane were added and the mixture was heated locally. After the start of the Grignard-formation the rest of the 1-bromo-3,3-dimethyl-butane in 350 ml of THF (88.1 g in total, 533 mmole) were added within a period of 20 min. The mixture was refluxed for 1.5 h and then cooled to room temperature. In a separate 2 l-roundbottom flask 63.9 g (464 mmole) of 2-chloro-benzonitrile and 141 mg (0.16 mole %) copper(I)iodide were dissolved in 265 ml of THF. The Grignard-solution was added dropwise over a period of 30 min and the reaction mixture was refluxed for 3 h. After standing overnight at room temperature, a mixture of 190 ml water and 127 ml concentrated hydrochloric acid were added very carefully, causing a strongly exothermic reaction. The mixture was stirred at 50 C. for 1 h and the layers were separated. The aqueous layer was extracted twice with 150 ml of toluene each. The combined organic layers were washed twice with 2 M sulphuric acid, once with a saturated sodium bicarbonate solution and once with a saturated sodium chloride solution. After drying over magnesium sulphate the solvent was evaporated in vacuo to yield 103.8 g (quant.) of the desired phenone as slightly brown oil. 1H-NMR (400 MHz, CDCl3): delta=7.41-7.26 (m, 4H, aromatic), 2.87 (m, 2H, COCH2), 1.59 (m, 2H, CH2-t-Bu), 0.90 (s, 9H, t-Bu) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3,3-dimethylbutane, and friends who are interested can also refer to it.

Reference:
Patent; Lammus Novolen Technology GmbH; US8299287; (2012); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, 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: 25017-13-4

3-Fluorophenethyl Cyanide (24). 3-Fluorophenethyl bromide (23, 1.00 g, 12.3 mmol) was diluted in dry DMF (25 mL). Sodium cyanide (1.06 g, 61.6 mmol) was added in one portion, and the mixture was heated to 60 C. under argon for 16 h. The mixture was cooled and concentrated, and the residue was partitioned between EtOAc and H2O (50 mL each). The layers were separated, and the aqueous phase was extracted with EtOAc (2¡Á20 mL). The organic layers were washed with H2O and sat. aq. NaCl (50 mL each), dried over anhydrous sodium sulfate, and concentrated. The resulting oil was purified by flash column chromatography (SiO2), eluting with a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to yield the desired product as a colorless oil (0.638 g, 87%). 1H-NMR (500 MHz; CDCl3): delta 7.31 (td, J=7.9, 6.0 Hz, 1 H), 7.03-6.93 (m, 3 H), 2.96 (t, J=7.4 Hz, 2 H), 2.63 (t, J=7.4 Hz, 2 H).

The synthetic route of 1-(2-Bromoethyl)-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northwestern University; Silverman, Richard B.; Cinelli, Maris A.; US9212144; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 39478-78-9, 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. 39478-78-9, name is 5-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 355-Cyclopropyl-2-methylanilineAt room temperature, to a suspension of 5-bromo-2-methylaniline (372 mg), cyclopropylboronic acid monohydrate (270 mg), tricyclohexylphosphine (56.0 mg), and potassium phosphate (1.49 g) in toluene (8.0 mL)-water (0.4 mL) was added palladium (II) acetate (22.4 mg), and the mixture was stirred under an argon gas atmosphere at 100 C. for 6 hours. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate and the organic layer was combined. The layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained crude product was purified by silica gel column chromatography (eluting solvent: hexane-ethyl acetate) to obtain the title compound (256 mg).

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, 5-Bromo-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KISSEI PHARMACEUTICAL CO., LTD.; US2012/122931; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 100189-84-2, A common heterocyclic compound, 100189-84-2, name is 2,5-Dibromo-1,3-dimethylbenzene, molecular formula is C8H8Br2, 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.

In a 25 mL Schlenk tube, 200 mg of 2,5-dihexyldioctyl-3,6-bisthiophenepyrrole [3,4-c]-pyrrole-1,4-dione was added according to a 2:1 molar ratio. Monomer 1), 35.2 mg of 2,6-dimethyl-1,4-dibromobenzene (monomer 4), sequentially added 200 mg of cesium carbonate, 8 mg of pivalic acid, 4 mg of Pd2(dba)3 catalyst, 3.3 mg of P ( o-MeOPh) 3 ligand. The moles of the catalyst Pd2(dba)3, the ligand P(o-MeOPh)3, the promoter pivalic acid PivOH, and the base Cs2CO3 were 1.5%, 3%, 30%, and 200%, respectively, of the monomer 1. In 6 mL of anhydrous toluene, the mixture was stirred under an inert atmosphere and heated to 120 C for 46 h. The obtained crude product was separated by silica gel column chromatography, and different conjugate length oligomers were collected, and the obtained solid product was vacuum dried under a rotary evaporator to obtain three conjugated oligomers of increasing degree of polymerization. , O8 and O9.The yields of O7, O8 and O9 are 35%, 30% and 25%, respectively.

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; Jiangxi University of Science and Technology; Liu Shiyong; Shen Zhaoqi; Liu Hui; Liu Lilin; Wen Herui; (20 pag.)CN108752367; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

7745-91-7, name is 3-Bromo-4-methylaniline, 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. category: bromides-buliding-blocks

The solution of 4-methoxy-1,3-benzenedichloride (6)(0.93 g, 4.0 mmol) in anhydrous THF (15 mL) was added to3-bromine-4-methylaniline (1.48 g, 8.0 mmol). This solutionwas stirred rapidly at room temperature for about 1 hand then pyridine (1 mL) was added. The solution wasrefluxed for 4-8 h. The residue was recrystallized frommethanol-water to terminal compound 1a (1.81 g, yield85.2%). The other compounds (1b-1i) were prepared with thesimilar method of preparing compound 1a. White solid (The residue was recrystallized by 50%ethanol.); Yield = 85.2%; Rf: 0.38; m.p.: 157.2-158.4 C;IR (KBr) upsilonmax 3340.21, 2971.89, 1665.12, 1601.07,1447.33, 1267.97, 982.92, 758.72 cm-1; 1H-NMR(400 MHz, CDCl3, TMS): delta = 10.06 (s, 2H, 2¡Á -CONH-),8.72 (s, 1H, Ar-2-H), 8.62 (d, J = 6.8 Hz, 1H, Ar-6-H), 8.42(d, J = 7.2 Hz, 1H, Ar-5-H), 8.15 (s, 2H, Ar-2?,2?-H), 7.86(d, J = 4.8 Hz, 2H, Ar-6?, 6?-H), 7.49 (d, J = 7.8 Hz, 2H,Ar-5?, 5?-H), 3.78 (s, 3H, Ar-4-OCH3), 1.43 (s, 6H, Ar-4?,4?-CH3); 13C-NMR (101 MHz, CDCl3): delta = 164.49 (C, C= O), 163.42 (C, C = O), 142.57 (C, Ar-4-C), 141.97 (C,Ar-1?-C), 139.68 (C, Ar-1?-C), 133.63 (C, Ar-1-C), 133.13(C, Ar-3-C), 132.29 (C, Ar-3?-C), 131.26 (C, Ar-3?-C),130.28 (CH, Ar-2-C), 128.92 (CH, Ar-6-C), 127.83 (CH,Ar-5-C), 126.23 (CH, Ar-2?-C), 124.63 (CH, Ar-2?-C),122.65 (CH, Ar-5?-C), 121.31 (CH, Ar-5?-C), 118.91 (CH,Ar-6?-C), 117.79 (CH, Ar-6?-C), 116.46 (C, Ar-4?-C), 115.36 (C, Ar-4?-C), 63.49 (O-CH3, Ar-4-O-CH3), 14.76(2¡Á CH3, Ar-4?,4?-CH3); MS (m/z): 532.9820 [M + H]+.

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

Reference:
Article; Chen, Guangling; Wang, Chaoqing; Zhang, Zhihao; Liu, Xiujie; Medicinal Chemistry Research; vol. 28; 9; (2019); p. 1413 – 1424;,
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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 4263-52-9

A mixture of (E)-1,2-di(4-pyridyl)ethylene (91 mg, 0.5 mmol) and sodium 2-bromoethanesulfonate (317 mg, 1.5 mmol) (Aldrich) in abs. EtOH (3 mL) was refluxed with stirring for 50 h. The insoluble substance was filtered, washed with benzene, MeOH, and acetone, and re-crystallized from water-EtOH (2.8:1 (v/v), 2.7 mL) to yield 128 mg (64%) of (E)-3a as a pinkish powder.

According to the analysis of related databases, 4263-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vedernikov, Artem I.; Lobova, Natalia A.; Kuz’mina, Lyudmila G.; Howard, Judith A.K.; Strelenko, Yuri A.; Alfimov, Michael V.; Gromov, Sergey P.; Journal of Molecular Structure; vol. 989; 1-3; (2011); p. 114 – 121;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 142808-15-9, These common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, 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 80A2-[3-Fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane A mixture of 25 g (99.8 mmol) of 4-bromo-2-fluoro-1-(trifluoromethyl)benzene in 500 ml of dioxane was admixed under argon at RT with 27.8 g (109.8 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bis-1,3,2-dioxaborolane, 2.91 g (3.99 mmol) of 1,1-bis(diphenylphosphine)-ferrocenedichloropalladium(II) dichlormethane complex and with 29.38 g (299.4 mmol) of potassium acetate. The reaction mixture was stirred below 100 C. for several hours until conversion was substantially complete. The mixture was filtered through Celite and admixed with water. After addition of ethyl acetate and phase separation, the organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product is purified by flash chromatography (silica gel-60, eluent: cyclohexane/ethyl acetate 3:1). This gave 18.22 g of crude product in 73% purity (LC-MS), which was reacted without any further purification steps.1H NMR (400 MHz, DMSO-d6): delta=7.82 (dd, 1H), 7.67 (d, 1H), 7.59 (d, 1H), 1.32 (s, 12H).

The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/21489; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1295502-53-2, A common heterocyclic compound, 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, molecular formula is C6Br2F2N2S, 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.

Dried 50 mL three-necked flask, 25 mL of re-distilled toluene was added,Compound 2 (1. 05 g, 2 mmol),Pd (PPh3) 4 (46. 2 mg, 0.04 mmol) was added to the solution of 4,7-dimethoxy-5,6-dioxo benzo [c] [1,2,5] thiadiazole (221 mg, 0.67 mmol) Stirring dissolved; after nitrogen after 5 minutes,Using vacuum chestnut nitrogen 3 times;The solution was heated to 110 C for 72 hours. After cooling to room temperature, the solution was poured into 200 mL of methanol,The crude product was precipitated on a silica gel column using dichloromethane: petroleum ether (1: 1 by volume) as eluant,The red solid component was obtained as the object product (642 mg, yield 69%);

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; National Center for Nanoscience and Technology (NCNST); Wei, Zhixiang; Yuan, liu; (22 pag.)CN105315273; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary