Category: bromides-buliding-blocks

Related Products of 58534-95-5, A common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, 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.

[0467] To a mixture of 3-bromo-2-fluoroaniline (1.0 g), (5-acetyl-2-chlorophenyl)boronic acid (3.132 g), Pd(dppf)C12 (0.860 g), and K2C03 (3.64 g) under an atmosphere of argon was added dioxane (40 mL) and water (10 mL). The mixture was bubbled with argon for 5 mm and heated with stirring at 100 C overnight. The reaction mixture was then filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The remaining residue was purified by column chromatography (0-0.5% MeOH in DCM) to afford S3 (0.9 g) as orange-yellow oil.

The synthetic route of 58534-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (394 pag.)WO2017/35360; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 393-37-3, A common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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.

4-bromo-1-fluoro-2-(trifluoromethyl)benzene (2.00 g, 8.2 mmol) was placed in a 250 ml reaction flask, followed by injecting and evacuating nitrogen gas three times. Next, dehydrated THF (50 ml) was added into the reaction flask, followed by slowly adding 3.62 ml n-butyllithium in hexane solution (9.1 mmol) (2.5M, 9.1 mmol) at -78 C. and stirring at the same temperature for 30 minutes. Thereafter, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.85 ml, 9.1 mmol) was added into the reaction flask to obtain a mixture, and the temperature of the mixture was raised to room temperature, followed by stirring at room temperature for 12 hours. Next, water was added to terminate the reaction followed by removing THF using a rotary evaporator. Then, dichloromethane and water were added into the mixture for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water therein. After water was removed, the dichloromethane layer was filtrated and the filtrate was collected. Next, the dichloromethane layer was concentrated by means of reduced pressure distillation to obtain a colorless oily liquid (1.95 g, 6.7 mmol, 82% yield).The spectrum analysis for the colorless oily liquid is: 1H NMR (400 MHz, CDCl3, 298K), delta(ppm): 8.03 (d, JHF=7.6 Hz, 1H), 7.98?7.90 (m, 1H), 7.16 (t, JHH=9.2 Hz, 1H), 1.35 (s, 12H).

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chi, Yun; Hsu, Chien-Wei; Ho, Shu-Te; US2013/18189; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 130723-13-6, 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. 130723-13-6 name is 1-Bromo-3-fluoro-5-(trifluoromethyl)benzene, 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.

The 4-hydroxy-4-[3-(naphth-2-ylthio)-5-trifluoromethylphenyl]tetrahydropyran used as a starting material was obtained as follows:- Sodium hydride (60% w/w dispersion in mineral oil; 0.5 g) was added portionwise to a mixture of 2-naphthalenethiol (1.42 g) and DMA (30 ml) and the mixture was stirred at ambient temperature for 1 hour. A solution of 1-bromo-3-fluoro-5-trifluoromethylbenzene (2.43 g) in DMA (10 ml) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine (50 ml), dried (MgSO4) and evaporated. The residue was purified by column chromatography using hexane as eluent. There was thus obtained 3-bromo-5-trifluoromethylphenyl 2-naphthyl sulphide (1.37 g, 40%), as an oil. A solution of the product so obtained in THF (10 ml) was cooled to -60C and n-butyl-lithium (1.6 M in hexane; 2.3 ml) was added dropwise.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-fluoro-5-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; ICI PHARMA; EP409413; (1991); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Formula: C7H3Br2F3

With the magnetic force of the rotor to dry the reaction tube by sequentially adding a 9 H – pyrido [2, 3b] indole (5.04 g, 30 . 00 mmol, 1.0 eq), CuI (571.4 mg, 3 . 00 mmol, 0 . 01 eq), L – Proline (690.0 mg, 6 . 00 mmol, 0 . 02 eq) and K2CO3(8.29G,60 . 00mmol,2 . 0 eq). Replacing the nitrogen three times, then adding 1, 3 – dibromo -5 – trifluoromethylbenzene (10.94 g, 36.0 mmol, 1.2 eq) and solvent dimethyl sulfoxide (30 ml). The reaction mixture is 120 C oil bath reaction 1.5 days. Cooling to room temperature, add 100 ml ethyl acetate dilution, diatomaceous earth filter, and ethyl acetate full cleaning, add 50 ml water, liquid, ethyl acetate extraction the aqueous phase three times, the combined organic phase, drying the organic phase with anhydrous sodium sulfate, filtered, reduced pressure distillation to remove the solvent, the obtained crude product by silica gel column chromatography separation and purification, eluent (petroleum ether/dichloromethane=4:1 – 2:1), to obtain white solid 2 – Br – CF35. 15 G, yield 43%. The product can be directly used in the next step of the synthesis.

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; Zhejiang University of Technology; Ruisheng Optoelectric Science And Technology (Changzhou) Co., Ltd.; Li Guijie; She Yuanbin; Zhao Xiangdong; Chen Shaohai; (38 pag.)CN108948096; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 201138-91-2,Some common heterocyclic compound, 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, 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.

34.5 g Intermediate (18) and 39.1 g 4,6-dibromo dibenzofuran were added into a dry 2 L three-neck flask, followed by adding 800 mL dry and degassed toluene to dissolve. Then, 34.6 g sodium tert-butoxide (3.0 eq.), 0.554 g catalyst palladium diacetate (2% mol) and 3.0 g 1,1?-binaphthyl-2,2?-bis(diphenylphosphino) (BINAP, 4% mol) ligand were added. The reaction mixture was heated up to 110 C. and reacted overnight. After the reaction finished and the reaction mixture was cooled down to room temperature. The residual was absorbed by the added activated carbon, filtered by suction filtration and removed with solvent by rotary evaporation, followed by recrystallization with a mixture of toluene and ethanol, to produce 52.8 g Intermediate (19) at a yield of 87%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,6-Dibromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; NANJING TOPTO MATERIALS CO.,LTD.; KIM, JIN WOO; QIAN, CHAO; GAO, PENGHUI; WANG, XIAOWEI; (157 pag.)US2018/105534; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, SDS of cas: 17247-58-4

To a solution of diacetyl-2-acetamido malonate (39, 2.0 g,9.2 mmol) in DMSO was added Cs2CO3 (4.5 g, 13.8 mmol) under an N2 atmosphere. Bromomethylcyclobutane (1.6 g, 10.5 mmol) wasadded to the reaction. The reaction mixturewas heated to 60 C and maintained for 12 h until the completion of reaction as monitored by TLC. The reaction mixture was cooled to rt, poured into ice-coldH2O (100 mL) and extracted with EtOAc (100 mL 3). The organiclayer was washed with brine and dried over Na2SO4. The solid wasfiltered off, and the filtrate was concentrated under reduced pressure to give 2.0 g of 40h (76% yield).

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:
Article; Xue, Xiaoqian; Zhang, Yan; Wang, Chao; Zhang, Maofeng; Xiang, Qiuping; Wang, Junjian; Wang, Anhui; Li, Chenchang; Zhang, Cheng; Zou, Lingjiao; Wang, Rui; Wu, Shuang; Lu, Yongzhi; Chen, Hongwu; Ding, Ke; Li, Guohui; Xu, Yong; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 542 – 559;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, 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. 7051-34-5, name is (Bromomethyl)cyclopropane, This compound has unique chemical properties. The synthetic route is as follows.

The 50g (266mmol) 4- difluoromethoxy-3-hydroxybenzaldehyde was dissolved was added potassium carbonate 91.9g (665mmol) in tetrahydrofuran 500mL, potassium iodide was added 2.2g (13.3mmol) and benzyl trimethyl ammonium bromide 3.7g, was added and cooled to 0 bromomethyl cyclopropane 50.6g (375mmol) in tetrahydrofuran (150 mL) solution, stirring the reaction mixture was heated to reflux for 1-3 hours, suction filtered, the filtrate was concentrated under reduced pressure, the residue was was added 2mol / L sodium hydroxide solution to pH10, extracted twice with 500mL of dichloromethane, the solvent of the organic layers were dried over sodium sulfate and removed under reduced pressure to give 3-cyclopropyl-methoxy-4-difluoromethoxy methoxybenzaldehyde 63.5g (261mmol), a yield of 98.5%.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Elohim Pharmaceutical Group Co., Ltd; Chen, Yu; Yang, Tao; Gong, Tengwen; (8 pag.)CN105254559; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 393-36-2, name is 4-Bromo-3-(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 393-36-2, Safety of 4-Bromo-3-(trifluoromethyl)aniline

(ii) 4-Cyano-3-(trifluoromethyl)aniline was prepared by the method of L. Friedman and H. Shechter (J. Org. Chem. 26, 2522, 1961)): A mixture of 5-amino-2-bromobenzotrifluoride (12.00 g, 50 mmol), CuCN (5.37 g, 60 mmol), and DMF (7.5 mL) was heated under reflux for 2 h. It was poured into 30% w/v NaCNaq (150 mL) and extracted with ether (75 mL). The ether layer was washed sequentially with 10% NaCNaq (100 mL), H2O (100 mL), and brine (100 mL), dried (Na2SO4) and evaporated to dryness to give the crude product (8.00 g). This was flash chromatographed on silica (700 g) using 20% ether in CH2Cl2 as the eluant to give the pure product as a light tan solid (7.03 g, 76%) suitable for further use. An analytical sample recrystallized from EtOH/H2O as off-white needles, mp 142-143C, NMR satisfactory, Anal. (C8H5F3N2) C,H,N,F.

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, 4-Bromo-3-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGOURON PHARMACEUTICALS, INC.; EP365763; (1990); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-39-8, These common heterocyclic compound, 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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 7 Preparation of 1-(4-methylphenyl)-2-(4-benzocyclobutyl)ethene STR23 A solution of 3.0 g 4-bromobenzocyclobutane, 1.9 g 4-methylstyrene, 3.0 g tri-n-butylamine, 150 mg tri-o-tolylphosphine, 36 mg palladium (II) acetate, and 10 ml of acetonitrile is stirred at reflux under nitrogen for 4 hours. The reaction mixture is poured into 60 ml of 10 percent HCl. The product is isolated by filtration, dried, recrystallized from ethanol, and isolated. About 2.9 g of monomer is prepared.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1422-53-3, A common heterocyclic compound, 1422-53-3, name is 2-Bromo-4-fluorotoluene, molecular formula is C7H6BrF, 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.

REFERENCE EXAMPLE 10 To a solution of 2-bromo-4-fluorotoluene (45 g) in dry diethyl ether (500 ml) is added magnesium (for Grignard reagent, 7 g), and the mixture is refluxed with stirring. To the reaction mixture is added methyl iodide (1 ml), by which the reaction initiates vigorously, and then the mixture is stirred for 30 minutes after taking off the heating bath. Thereafter, the reaction becomes mild, and then the reaction mixture is refluxed for 30 minutes. After allowing to cool, dimethyl disulfide (24 ml) is added to the reaction mixture, and the mixture is refluxed for 3 hours. After allowing to cool, water and 10% hydrochloric acid are added to the reaction mixture, and the mixture is extracted with diethyl ether. The extract is washed with water (500 ml*3), dried over anhydrous sodium sulfate and then the solvent is distilled off. The resulting residue is distilled under reduced pressure to give 4-fluoro-2-methylthiotoluene (30 g). b.p. (15 mmHg): 95 C. NMR (CDCl3) delta: 6.60-7.14 (m, 3H), 2.45 (s, 3H), 2.27 (s, 3H)

The synthetic route of 1422-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; US4824834; (1989); A;,
Bromide – Wikipedia,
bromide – Wiktionary