Category: bromides-buliding-blocks

Electric Literature of 766-81-4,Some common heterocyclic compound, 766-81-4, name is 3-Bromophenylacetylene, molecular formula is C8H5Br, 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.

Under a nitrogen atmosphere,In a 5 mL reaction tube with a Teflon magnetic stir bar,Add 0.015 mmol of cuprous iodide, 0.0075 mmol of 4,4′-di-tert-butyl-2,2′-bipyridine,6.0 mmol of tetrahydrofuran, 3.9 mmol of n-hexane,0.30 mmol 2-chlorophenylacetylene, 0.36 mmol (2-azidoethyl)benzene,0.39 mmol of pentafluoropropionic anhydride, and finally 0.45 mmol of triethylamine,Stir the reaction in a closed system for 15 h at 40 C in an oil bath and then cool to room temperature.Using trifluoromethoxybenzene as an internal standard, the 19F yield was greater than 99%.The organic phases were combined, filtered through 100-200 mesh silica gel and rinsed with dichloromethane.The organic solvent was removed by rotary evaporation to give a crude material.Eluted with n-pentane and dichloromethane (1:1, v/v),6-(2-Chlorophenyl)-3-(pentafluoroethyl)-4-phenylethyl-1,2,4-triazin-5(4H)-one (yield 99%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromophenylacetylene, its application will become more common.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Wu Wei; (22 pag.)CN109111406; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 39478-78-9, name is 5-Bromo-2-methylaniline, 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 39478-78-9, Computed Properties of C7H8BrN

Take compound 1-1 (1.86g, 10mmol), compound 2-1 (3.17g, 12mmol), Pd (dppf) Cl2 (5mmol%), potassium carbonate (2.76g, 20mmol),50 mL of a mixed solvent of 1,4-dioxane and water (volume ratio 4:1) was added, and the reaction was performed at 100C for 6 hours after replacement with N2.The reaction was monitored by TLC. After the reaction was completed, the reaction solution was distilled off under reduced pressure.The residue was dissolved in a mixed solvent of methylene chloride and methanol, and filtered through celite,After the filtrate was concentrated, column chromatography (PE:EA=2:1) gave intermediate I-1 (light yellow solid, 73%),

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

Reference:
Patent; Sichuan University; Ye Tinghong; Wei Yuquan; Liu Zhihao; Wei Wei; Yu Luoting; (54 pag.)CN111205227; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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.

To a solution of 3-bromo-4-fluorophenylamine (synthesised as described in J. Org. Chem. 1981, 46, 2280-2286) (415 mg, 2.18 mmol), cyclopropyl boronic acid (244 mg, 2.84 mmol), potassium phosphate (1.62 g, 7.64 mmol), and tricyclohexyl phosphine (61 mg, 0.22 mmol) in toluene (10 ml) and water (0.5 ml) was added palladium acetate (25 mg, 0.11 mmol) and the reaction mixture was heated to 100 C. overnight. The mixture was then cooled to RT and diluted with water and extracted with ether. The organic phases were combined, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give a residue which was purified by flash column chromatography to give 3-cyclopropyl-4-fluorophenylamine (210 mg, 64%). MS (ISP) 152.2 (M+H)+.

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte, Aurelia; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe; US2007/185058; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 52723-82-7, 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 52723-82-7 as follows.

Example 47 4-Amino-2-fluoro-5-methylbenzonitrile Using the method of Example 15, 4-bromo-3-fluoro-6-methylaniline is converted into the title compound.

According to the analysis of related databases, 52723-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMERICAN CYANAMID COMPANY; EP224001; (1991); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 314084-61-2,Some common heterocyclic compound, 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, molecular formula is C11H15Br, 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.

Under a nitrogen atmosphere, 14.2 g of malonic acid dinitrile are added at normal pressure and room temperature to a mixture of 48 g of a 50% aqueous solution of sodium hydroxide and 300 g of 1-methyl-2-pyrrolidone. The reaction mixture is heated to from 60 to 100C, and 98 g of diluent are distilled off under reduced pressure (from 25 to 30 mbar). Under a nitrogen atmosphere, 45.5 g of 2-bromo-1, 3-diethyl-5-methylbenzene are added at normal pressure. The reaction mixture is then heated to 130C with stirring. At that temperature, a mixture of 0.26 g of TRIPHENYLPHOSPHINE, 0.2 g of a commercially available palladium (lI) chloride solution in concentrated hydrochloric acid (20% Pd content corresponding to 0.071 g of Pd (LI) chloride and 0.142 g of concentrated hydrochloric acid) and 19.5 g of 1-methyl-2-pyrrolidone is added. The mixture is stirred at from 125 to 130C for a further 3 hours and then 199 g of diluent are distilled off at reduced pressure (from 20 to 25 mbar) at from 90 to 100C. After cooling to room temperature, the reaction mixture is added to 126 g of water. 4.5 g of Hyflo (Celite) are added thereto, and the mixture is stirred for 30 minutes at 40C before being filtered. The filter cake is washed with 114 g of water. Following the addition of 45 g of 32% hydrochloric acid to the filtrate (a pH value of less than 5 is then established), the precipitated solid is filtered off and washed with 120 g of water. After drying, 42.8 G (content 97.3%, yield 98.0%) of 2- (2, 6-diethyl-4- METHYLPHENYL) MALONIC acid dinitrile having a melting point of from 79 to 82C are obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3-diethyl-5-methylbenzene, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2004/50607; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4263-52-9, 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. 4263-52-9, name is Sodium 2-bromoethanesulphonate belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1-(2,2-diferrocenylpropane) methyl-imidazole (1.68g, 3.42mmol) and sodium 2-bromoethanesulphonate (0.72g, 3.42mmol) were refluxed at 80C for 16h in DMF (50mL). After cooling to room temperature, the reaction mixture was washed with H2O, and partitioned between H2O and CH2Cl2. The combined organic extract was dried (MgSO4) and concentrated. The residue was purified by silica gel (100-200mesh) chromatography to yield 2 (0.68g, 28%) as an orange-yellow solid. M.p. 46-47C. 1H NMR (400MHz, CDCl3): delta 9.22 (d, 1H, J=28.4Hz, NCHN), 7.50 (d, 1H, J=14.4Hz, NCH), 7.07 (d, 1H, J=7.6Hz, NCH), 5.10 (d, 2H, J=60.4Hz, CH2), 4.59 (s, 2H, CH2), 4.35-3.97 (m, 17H, Cp-H), 3.33 (s, 2H, CH2), 1.66-1.42 (m, 6H, CH3). 13C NMR (101MHz, CDCl3): delta 136.53 (N=C), 122.84 (N=C), 120.82 (N=C), 103.35 (N-CH2-Cp), 102.71 (N-CH2), 78.65 (Cp), 78.38 (Cp), 69.75 (Cp), 69.02 (Cp), 68.18 (Cp), 66,94 (Cp), 50.68 (Cp), 49.78 (Cp), 46.62 (CH2), 33.11 (CH3), 30.50 (CH3). MS (ESI) m/z 701.75 [M]+, 622.83 [M-Br]+, 599.08 [M-Br-Na]+, 78.83 [Br]- Cal. 702. IR (KBr cm-1): upsilon 3094 (=C-H), 2973 (C-H), 1640 (C=C), 1562 (C=N), 1447 (S=O), 1357, 1201, 1106, 1042, 1001, 817, 739, 479. HRMS (M-Br-Na)+: calcd 600.0828, obsd 600.0822.

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, Sodium 2-bromoethanesulphonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Su, Zhi-Ming; Ye, Hong-Min; Zhu, Xiao-Xiao; Xie, Li-Li; Bai, Sha; Yuan, Yao-Feng; Journal of Organometallic Chemistry; vol. 750; (2014); p. 162 – 168;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 4885-18-1, name is 1-(3-Bromophenyl)-N,N-dimethylmethanamine, 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. Computed Properties of C9H12BrN

A mixture of (3-bromo-benzyl)-dimethyl-amine (1.10 g; 5.14 mmol), ethyl acrylate (0.8 ml; 7.70 mmol), tri-o-tolyl-phosphane (156 mg; 0.53 mmol), Pd(OAc)2 (40 mg; 0.16 mmol) and NEt3 (1.4 ml; 10.0 mmol) is heated under reflux for 8 h. The reaction mixture is evaporated and the residue is subjected to flash chromatography on silica gel eluting with CH2Cl2/MeOH (95:5) to give the compound (800 mg; 3.43 mmol).

The synthetic route of 1-(3-Bromophenyl)-N,N-dimethylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; EP1598353; (2005); A1;,
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. 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., name: 4,6-Dibromodibenzo[b,d]furan

26.9 g Intermediate (22) and 37.8 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, 33.4 g sodium tert-butoxide (3.0 eq.), 0.52 g catalyst palladium diacetate (2% mol) and 2.9 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 47.6 g Intermediate (23) at a yield of 90%.

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

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 stirred solution of tert-butyl {6-[({[( 1 -methyl- 1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.2 g, 0.488 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.020 g, 0.513 mmol, 1.05 eq.) added in one portion. After 20 mins (2-bromoethyl)cyclohexane (0.098 g, 0.513 mmol, 1.05 eq.) was added and the reaction was stirred for 1 hr. Water was added followed by EtOAc. The aqueous layer was separated and extracted with EtOAc. Then the organics were combined, dried over MgSO4 and evaporated to give tert-butyl (2-cyclohexylethyl){6-[({[(1-methyl-1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate (0.27 g, 85 %) as a viscous oil HPLC/MS : m/z = 520 (M+H) ; logP(HCooH) = 6.56

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE SA; WO2009/115557; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(5-Bromo-7-methyl-l-oxo-l,3-dihydiO-isoindol-2-yl)-carbamic acid tert-butyl ester (0.05g, 0.146 mmol), bromomethyl cyclobutane (0.033 mL, 0.293 mmol) and cesium carbonate (0.12 g, 0.366 mmol) were stirred in acetonitrile (3 mL) at 70 0C for 3 hours. The reaction mixture was partitioned with dichloromethane and water and the aqueous phase was further extracted with dichloromethane. The organic extracts were washed with water, brine, dried over sodium sulfate, filtered and concentrated. The product residue was purified by eluting through a solid phase extraction tube eluting with ethyl acetate:hexanes (2:98 to 5:95) to yield the product as a colorless oil (0.048 g, 80%). 1H NMR (300 MHz, CDCI3): 5 7.39 (d, 2H), 6.71 (br s, IH), 4.46 (s, 2H), 2.68 (s, 3H), 1.42 (s, 9H).

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/130853; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary