Month: February 2021

Adding a certain compound to certain chemical reactions, such as: 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, 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 454-79-5, name: 2-Bromo-5-(trifluoromethyl)aniline

2-Bromo-5-(trifluoromethyl)aniline (2.0 g, 8.3 mmol),4-(pinacol ester-2-yl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester (3.1 g, 10 mmol),Potassium acetate (1.23 g, 12.5 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (343 mg, 0.42 mmol) were added to N,N-dimethylformamide ( Mix of 30mL) and water (2mL)In the solvent, the reaction was heated to 90 C for 16 hours under a nitrogen atmosphere. The reaction was quenched and cooled to room temperature. The mixture was poured into water (100 mL), dichloromethane (30 mL¡Á3) (Dichloromethane: methanol (V: V) = 50: 1) isolated and purified to give the title compound(Yellow solid, 2.42 g, 85%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Guo Zhengjiang; (39 pag.)CN109912514; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application 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.

Example 23 A solution of 6.0 g of 2,3-difluorobromobenzene in 25 m of anhydrous diethyl ether was added dropwise under stirring at 10-15¡ãC to 0.66 g of magnesium metal powder, followed by reaction at room temperature for one hour so that a Grignard reagent was formed. After 4.5 g of trans-4-propylcyclohexylcyclohexenone were added under stirring at -10 to 0¡ãC to the thus-formed Grignard reagent, they were reacted at room temperature for additional 1 hour. After the completion of the reaction, diluted hydrochloric acid was added dropwise to the reaction mixture, followed by the extraction of the reaction mixture with diethyl ether. After the extract was washed with saturated NaCl, anhydrous sodium sulfate was added to dry the extract. The diethyl ether was distilled off under reduced pressure, whereby 1-(trans-4-propylcyclohexyl)-4-(2,3-difluorophenyl)-4-hydroxycyclohexene was obtained as a crude reaction product.

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

Reference:
Patent; L.C.C. CONSULTANTS CO., LTD.; CITIZEN WATCH CO. LTD.; EP571652; (1993); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4549-33-1, name is 1,9-Dibromononane, 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. Application In Synthesis of 1,9-Dibromononane

General procedure: A solution of 2 0.5 g (2 mmol) and anhydrous CH3CN (10 ml) was treated with dihalogenid (1 mmol) and heated on a bath at 70-75 C for different time from 10 to 30 h depending on dihalogenide structure. The solvent was removed at reduced pressure. The resulting precipitate was chromatographed over silica gel ((CHCl3+NH4OH)/MeOH eluent, (100:0?0:100)).

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sokolova, Anastasiya S.; Yarovaya, Olga I.; Shernyukov, Andrey V.; Pokrovsky, Michail A.; Pokrovsky, Andrey G.; Lavrinenko, Valentina A.; Zarubaev, Vladimir V.; Tretiak, Tatiana S.; Anfimov, Pavel M.; Kiselev, Oleg I.; Beklemishev, Anatoly B.; Salakhutdinov, Nariman F.; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6690 – 6698;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 141474-37-5, name is 2,4-Dibromo-6-fluoroaniline, 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 141474-37-5, Recommanded Product: 2,4-Dibromo-6-fluoroaniline

compound 2,4-dibromo-6-fluroaniline (2,4-dibromo-6-fluoroaniline) 40 g (149 mmol),phenylboronic Acid (Phenylboronic acid) 39.9 g (327 mmol),Tetrakis (triphenylphosphine) palladium (0), 8.59 g (7.44 mmol),K2CO3 82 g (595 mmol), Toluene (Toluene) 600 mL, H2O 150 mL Put the nitrogen was replaced. 24 hours of reaction at 100 degree and Distilled water and dichloromethane (MC), and extracted using NaCl. With a rotary evaporator after the organic layer was dried over anhydrous MgSO4After removal of the solvent hexane (Hexane): dichloromethane (MC) = 20: 1 using a column chromatography (columnPurification by chromatography) to obtain 32.9 g of the desired compound 2-3 (85%).

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, 2,4-Dibromo-6-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hee Sung Material Co., Ltd; Kim, Ji Hee; Jang, So Hyun; Kim, Yeong Woo; Kim, Hyun Dong; Uhm, Song Jin; Lee, Ju Dong; (50 pag.)KR2016/1508; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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 112342-72-0 as follows. Product Details of 112342-72-0

Reference Example 444 6-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)[1,3]thiazolo[4,5-b]pyrazine A mixture of 2-amino-6-bromo[1,3]thiazolo[4,5-b]pyrazine (8.00 g) synthesized by the method described in , n-hexane-2,5-dione (8.10 mL) and p-toluenesulfonic acid monohydrate (658 mg) in toluene (86.0 mL) was heated under reflux overnight. Under ice-cooling, saturated aqueous sodium hydrogen carbonate solution was added and the mixture was extracted twice with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated, and the obtained residue was purified by silica gel column chromatography (solvent; hexane/ethyl acetate=100/0 – 80/20) to give the title compound (8.33 g). MS(ESI)m/z; 309,311[M+H]+

According to the analysis of related databases, 112342-72-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; OKUYAMA, Masahiro; FUKUNAGA, Kenji; USUI, Kenji; HAYASHI, Norimitsu; IIJIMA, Daisuke; HORIUCHI, Hideki; FUJIMOTO, Nobuaki; (218 pag.)EP3372601; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 69321-60-4, 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. 69321-60-4, name is 2,6-Dibromotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2.362 g 2,6-dibromo-toluene (9.45 mmol) was dissolved in 10 mL dry THF under N2 atmosphere and the mixture was cooled to -78 C. Then 5.2 mL nBuLi (2.OM in pentane,10.4 mmol) was added dropwise and the mixture was stirred for 15 minutes. Then 2.31 mL2-isopropoxy-4,4,5 ,5-tetramethyl- 1,3 ,2-dioxaborolane (11.3 mmo 1) was added dropwise and the mixture was allowed to warm up to r.t.. It was stirred until no further conversion was observed. Then the mixture was quenched with aqueous NH4C1 solution, then extracted with EtOAc. The combined organic layer was dried over Na2SO4, filtered and thefiltrate was concentrated under reduced pressure. The crude product was purified via flash chromatography using heptane and EtOAc as eluents to obtain Preparation B7. 1H NMR(400 MHz, CDC13) oe: 7.67 (d, 1H), 7.62 (d, 1H), 7.10 (t, 1H), 2.53 (s, 3H), 1.29 (s, 12H)

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, 2,6-Dibromotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; SZLAVIK, Zoltan; SZABO, Zoltan; CSEKEI, Marton; PACZAL, Attila; KOTSCHY, Andras; BRUNO, Alain; GENESTE, Olivier; CHEN, I-Jen; DAVIDSON, James Edward Paul; MURRAY, James Brooke; ONDI, Levente; RADICS, Gabor; SIPOS, Szabolcs; PROSZENYAK, Agnes; PERRON-SIERRA, Francoise; BALINT, Balazs; (188 pag.)WO2016/207226; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 454-79-5, 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. 454-79-5 name is 2-Bromo-5-(trifluoromethyl)aniline, 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.

Add 2-bromo-5-trifluoromethyl-aniline (10 mmol) to a reaction vessel containing 25 ml of glacial acetic acid.3-methylfuryl-2,5-dione (11 mmol) was added,The mixture was refluxed overnight and then cooled to <50 C.The solvent was transferred in vacuo, the residue was dissolved in dichloromethane (50 ml), and the resulting solution was washed with water (50 ml x 2), saturated aqueous NaHCO3 (50 ml x 2) and saturated brine (50 ml x 2), and anhydrous Dry over sodium sulfate. Evaporate the solvent in vacuumThe residue was dissolved in 15 ml of acetone, and then crystallized by dropwise addition of 30 ml of ethanol, filtered, and vacuum dried at 50C to obtain 2.9 g of white 1-(2-bromo-5-trifluoromethyl-phenyl)-3-methyl- 1H-pyrrole-2,5-dione solid, yield 87%. At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it. Reference:
Patent; Tian Yuanqiang; (10 pag.)CN107954992; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-39-1, name is 1,3,5-Tribromobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H3Br3

In a 100 mL-flask, 3.84 g (30 mmol) of compound 15, 3.14 g (10 mmol) of compound 16, 2 mol/L of potassium carbonate 4 mL, 60 mL of tetrahydrofuran were added, and then oxygen was removed by bubbling for 30 min, and then 0.1 g was added.(0.09 mmol) tetrakistriphenylphosphine palladium, stirred under nitrogen at 80 C under reflux for 12h, cooled, then added ethyl acetate 20mL, the organic phase was washed with ice water 3 times, dried over anhydrous sodium sulfate, and then filtered to evaporate the filtrate The crude product was purified by silica gel column chromatography to give 2.36 g of compound 17, a yield of 73%.

The synthetic route of 626-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hebei Normal University; Liu Bo; Wang Yajun; Zhang Fengyu; Zhang Xiaomin; (11 pag.)CN107915733; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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: (4-Bromo-2-fluorophenyl)methanamine

To a solution of (E)-3-(4-(trifluoromethyl)phenyl)acrylic acid (67) (500 mg, 2.31 mmol) (4-bromo-2-fluorophenyl)methanamine (66) (519 mg, 2.54 mmol) in DMF (5 ml) was added HATU (924 mg, 2.43 mmol) and DIEA (0.81 ml, 4.63 mmol) at 0 C. under nitrogen. After being stirred overnight at room temperature, the reaction mixture was quenched with 10% citric acid and diluted with ethyl acetate. The resulting organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was chromatographed on silica gel eluting with a gradient of hexane/ethyl acetate (20-40%) to afford 460 mg of the desired product (68) in 91% yield as a white solid. 1H-NMR (DMSO-d6) delta: 8.74 (1H, t, J=5.05 Hz), 7.79 (4H, s), 7.56-7.52 (2H, m), 7.42 (1H, d, J=8.34 Hz), 7.33 (1H, d, J=8.34 Hz), 6.81 (1H, d, J=15.66 Hz), 4.41 (2H, d, J=5.05 Hz). LC/MS (M+1): 404.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.

Reference:
Patent; SHIONOGI & CO., LTD.; Kurose, Noriyuki; Iso, Yasuyoshi; Yamaguchi, Naoko; Shao, Bin; Tafesse, Laykea; Zhou, Xiaoming; Yu, Jianming; US9156830; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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 55289-36-6 as follows. Recommanded Product: 55289-36-6

N-(3-Bromo-2-methyl-phen l)-2-hydroxyimino-acetamide A mixture of 3-Bromo-2-methyl-phenylamine (15.6 g, 0.084 mol), NH2OH H2S04 (71.25 g, 0.5 mol), cone. HC1 (8.8 mL) in H20 (90 mL) is slowly added to a solution of chloral hydrate (15.2 g, 0.09 mol), Na2S04 (71.25 g ,0.44 mol) in H20 (255 mL) then stirred at 35C for lh, 52 C for 1.5h, 75 C for lh. After the reaction, the mixture is filtered and the solid is dried under vacuum to give product. Yield: 18 g (83%)

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; WO2014/154760; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary