Tag: M.W=200-300

Application of 402-43-7, These common heterocyclic compound, 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, 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 9. Preparation of l-(4-trifluoromethyl-phenyl)-piperidiii-4-ol intermediate. A mixture of 4-hydroxypiperidine (100 mg; 0.99 mmol), 4-bromo benzotrifiuoride (0.167 mL, 1.19 mmol), tris(dibenzylideneacetone)dipalladium (37 mg; 0.04 mmol) and 2-(dicyclohexylphosphino)-2-methylbiphenyl (29 mg; 0.08 mmol) is thoroughly flushed with argon and tetrahydrofuran is added (1 mL). A molar solution of bis-(trimethylsilyl)-lithium amide in tetrahydrofuran (1.9 mL, 1.90 mmol) is added and the reaction mixture is heated at 65C. After 17 hours reaction time, aq. IM hydrochloric acid (7.5 mL) is added and the mixture is stirred for 15 minutes before neutralization by addition of aq. sat. sodium hydrogencarbonate. The mixture is extracted with ethyl acetate (2 x 10 mL). The combined organic layers are dried over sodium sulfate, filtered and evaporated under reduced pressure to yield crude l-(4-trifiuoromethyl-phenyl)-piperidin-4-ol.

Statistics shows that 1-Bromo-4-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 402-43-7.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; CHASSAING, Christophe Pierre Alain; MEYER, Thorsten; WO2010/115688; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 14922-91-9, name is 5-Bromo-2-ethylaniline, 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 14922-91-9, Recommanded Product: 14922-91-9

Step 44-Chlorophenylboronic acid (13.2 g, 0.08 mol) and tetrakis(triphenylphosphine) palladium (0) (2.4 g, 0.002 mol) are added to a solution of 5-bromo-2-ethylaniline (14.1 g, 0.07 mol) in 1 ,2- dimethoxyethane (140 ml). After stirring the reaction mixture for 15 minutes at 20C, a solution of 20% aqueous sodium carbonate (300ml) is added to the mixture, and the resulting mixture is refluxed for 24 hours. The reaction mixture is cooled to room temperature, diluted with water and extracted using ethyl acetate. The combined organic extracts are dried over anhydrous sodium sulfate, filtered and the filtrate evaporated in vacuo. The residue is further purified by column chromatography on silica gel, eluting with 5% ethyl acetate in hexane to give 5-(4-chlorophenyl)- 2-ethylaniline (14.3 g).

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

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2008/110308; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, 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. Quality Control of 1-Bromo-4-octylbenzene

[0056] N-butyl lithium (11.5 mmol, 4.6 mL, 2.5 M in hexanes) was slowly added via syringe to a THF (50 mL) solution of /; – o c t y 1 b ro m o benzene (3.10 g, 11.5 mmol) at -78 C. The reaction was kept at -78 C for 0.5 h. Me2C03(0.33 g, 3.64 mmol, 0.31 mL) was added to the solution via syringe. The solution was then warmed to room temperature. After the solution was stirred overnight, water was added to the solution to quench the reaction. The mixture was extracted three times with Et20, and the organic extracts were combined and washed twice with brine, dried (Na2S04), filtered, and concentrated to dryness. The resulting crude product was purified by flash column chromatography using basic aluminum oxide (activated, basic, Brockmann I, from Aldrich). Gradient elution (hexanes, hexanes/EtOAc in a 50/1 ratio, EtOAc) gave the pure product as a colorless oil, 1.33 g, 58.1% yield.[0057] 1H NMR (400 MHz, C2D2CL d 7.36 – 7.10 (m, 12H), 2.71 – 2.57 (m, 6H), 1.67 (m, 6H), 1.44 – 1.25 (m, 30H), 1.02 – 0.85 (m, 9H).13C NMR (151 MHz, C2D2Cl4) d 144.16, 141.63, 127.68, 127.63, 81.85 (Ar3C, weak signal, confirmed by HMBC experiment), 35.42, 31.77, 31.28, 29.37, 29.32, 29.15, 22.60, 14.14. HR-MS (ESI) Calcd for C43H6(M-OH)+: 579.4930, Found: 579.4946

The synthetic route of 1-Bromo-4-octylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; NORTHWESTERN UNIVERSITY; MARKS, Tobin J.; GAO, Yanshan; LOHR, Tracy L.; CHRISTIANSON, Matthew D.; KLOSIN, Jerzy; CARNAHAN, Edmund M.; YOUNG, Andrew J.; (26 pag.)WO2019/191539; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 15155-41-6, 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. 15155-41-6, name is 4,7-Dibromo-2,1,3-benzothiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction carried out by taking the suspension of compound 1 (2g, 6.8 mmol) in 25 mL absolute ethanol kept at 0 C, sodium borohydride(0.3 g, 8 mmol) was added by pinch wise and stirred at normaltemperature ffor 1 h. A pinch off cobaltous chloride was added into themixture for the successful finishing of the reaction. Finally, the productwas transferred to crushed ice followed by stirring, the obtained whiteprecipitate was filtered off and washed with deionized water. The resultantwhite residue was dehydrated under vacuum. Compound (2),yield 85%, 1H NMR spectrum (500 MHz, CDCl3) & (ppm) 6.75 (d, 2H).

The synthetic route of 4,7-Dibromo-2,1,3-benzothiadiazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gopi, Vidya; Subbiahraj, Saravanan; Chemmanghattu, Karthika; Ramamurthy, Praveen C.; Dyes and Pigments; vol. 173; (2020);,
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. 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-di-tert-butylbenzene

1-Bromo-3,5-di-t-butylbenzene and 40 mL of tetrahydrofuran were put in a 100-mL glass reactor, and cooled to ?70° C. in a dry ice-heptane bath. 16.4 mL (40.9 mmol) of n-butyllithium-n-hexane solution (2.5 mol/L) was dropwise added thereto, and stirred for 30 minutes. Subsequently at ?78° C., 4.25 g (40.9 mmol) of trimethyl borate was added and stirred for 2 hours, and further stirred at room temperature for 12 hours. An aqueous 1 M hydrogen chloride solution was added to the reaction liquid until the pH of the liquid could reach 3, then transferred into a separatory funnel, extracted three times with t-butyl methyl ether, and dried with sodium sulfate. Sodium sulfate was filtered away, the solvent was evaporated under reduced pressure, and the resultant crude product was purified through silica gel column chromatography (developing solvent, petroleum ether/ethyl acetate=20/1) to give 8.00 g (yield 91percent) of 3,5-di-t-butylphenylboronic acid as a pale yellow solid

According to the analysis of related databases, 22385-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Japan Polyethylene Corporation Ltd.; Itagaki, Koji; Sakuragi Tsutomu, Tsutomu; Takahashi, Takayoshi; (74 pag.)JP5710035; (2015); B2;,
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. 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3BrN2S

Synthesis of 5,5′-bis(2,1,3-benzothiadiazole) A reaction mixture prepared by adding 4.6 g (21.4 mmol) of 5-bromo-2,1,3-benzothiadiazole and 2 g (31.5 mmol) of copper powder to 10 mL of dimethylformamide was heated with stirring at 150 C. for 6 hours. This reaction mixture was cooled and then poured into water (40 mL), and a resulting precipitate was filtered and collected. After this precipitate was dried, it was extracted with benzene (20 mL*3). After combining these benzene extracts, the combined extract was dried under vacuum to complete dryness. A resulting oily residue was triturated with petroleum ether, and a mother liquor was removed to yield 2.1 g of 5,5′-bis(2,1,3-benzothiadiazole) (melting point, 61 to 62 C.; yield, 73%).

According to the analysis of related databases, 1753-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHOWA DENKO K. K.; US2009/149676; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

58971-11-2, name is 3-Bromophenethylamine, 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. HPLC of Formula: C8H10BrN

Step 2: N-[2-(3-bromophenyl)ethyl]-2,2,2-trifluoroacetamide To a solution of 2-(3-bromophenyl)ethanamine (28.1 mmol) in DMC (100 mL) was added 2,6-lutidine (29 mmol). The reaction mixture was cooled to 0 C. and then TFAA (28.1 mmol) was slowly added. The reaction mixture was allowed to stir and warm to rt overnight. Water (90 mL) was added and the organic solution was separated. The aqueous solution was extracted with DCM. The organic solutions were combined, washed with 1N HCl and aq. Sat. NaHCO3, dried over Na2SO4, filtered and concentrated to give N-[2-(3-bromophenyl)ethyl]-2,2,2-trifluoroacetamide (25.1 mmol, 89%) as a white solid which was used without further purification.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/171754; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, 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 345965-54-0, Application In Synthesis of 1-(4-Bromophenyl)cyclopropanamine

[1-(4-Bromophenyl)-cyclopropyl]-dipropylamine (Intermediate 121) To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0 C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after 5 hours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc-hexanes). 1H NMR (CDCl3) delta: 7.42 (2H, d, J=8.3 Hz), 7.18 (2H, d, J=8.3 Hz), 2.39 (4H, t, J=7.3 Hz), 1.62-1.40 (4H, m), 0.96 (2H, m), 0.86 (6H, t, J=7.3 Hz), 0.80 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Bromophenyl)cyclopropanamine, and friends who are interested can also refer to it.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 626-40-4, 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. 626-40-4 name is 3,5-Dibromoaniline, 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.

Compound II (2.25 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene and then warmed at reflux under nitrogen until the reaction was completeOften 5 hours). The reaction mixture was carefully poured into 200 mL of ice water, stirred and extracted with 50 mL × 3 CH 2 Cl 2. The combined extracts were driedWashed sequentially with 1% dilute hydrochloric acid (200 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. Remove the desiccant by suction filtrationEvaporation on a rotary evaporator gave Compound IV as a white solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (9 pag.)CN106831837; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, 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 24358-62-1, Formula: C8H10BrN

To a solution of 4-bromo-a-methylbenzylamine (1 .31 g, 6.57 mmol) and DIPEA (1 .72 mL, 9.85mmol) in anhydous THF (30 mL) was added 2-methoxybenzoyl chloride (1 .08 mL, 7.22 mmol) at 0 C. The reaction mixture was then allowed to return to room temperature and stirred overnight. The mixture was quenched with a saturated solution of ammonimum chloride (40 mL), extracted with EtOAc (3 chi 20 mL). The combined organic extracts were washed with water (2 chi 30 mL), brine (30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. Further purification by flash column chromatography (heptane/EtOAc 90:10 to 60:40) gave /V-[1 -(4-bromophenyl)ethyl]-2- methoxy-benzamide (2.07 g, 6.19 mmol, 94% yield) as a white solid. UPLC-MS (ES+, Short acidic): 1 .96 min, m/z 336.1 [M+2]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Bromophenyl)ethylamine, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (191 pag.)WO2017/46604; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary