Category: 619-42-1

Related Products of 619-42-1, 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. 619-42-1, name is Methyl 4-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A 50 mL round-bottomed flask, equipped with a gas inlet tube, a refluxcondenser and a magnetic stirring bar was charged with MCM-41-2PPdCl2 (102 mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa(7.5 mmol). The flask was flushed with CO. DMF (5 mL) was addedby syringe and a slow stream of CO was passed into the suspension.The mixture was vigorously stirred at 110-130 C for 2-20 h, cooledto room temperature and diluted with diethyl ether (50 mL). Thepalladium catalyst was separated from the mixture by filtration,washed with distilled water (2 × 10 mL), ethanol (2 × 10 mL) and ether(2 × 10 mL) and reused in the next run. The ethereal solution waswashed with water (3 × 20 mL), and dried over anhydrous magnesiumsulfate and concentrated under reduced pressure. The residue waspurified by flash column chromatography on silica gel (hexane-ethylacetate = 10 : 1).

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

Reference:
Article; Jiang, Jianwen; Wang, Pingping; Cai, Mingzhong; Journal of Chemical Research; vol. 38; 4; (2014); p. 218 – 222;,
Ester – Wikipedia,
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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 619-42-1 as follows. COA of Formula: C8H7BrO2

Step 1 Synthesis of 4-Phenylamino-benzoic acid methyl ester A mixture of Pd(OAc)2 (5 mg, 0.02 mmol), dicyclohexylphosphino-2′,3′-dimethoxy biphenyl (17 mg, 0.04 mmol) in toluene (20 mL) was purged with argon gas for 10 minutes, To the resulting mixture was added, aniline (136 mg, 1.46 mmol) and K3PO4(136 mg, 1.46 mmol) and purged with argon gas for 10 minutes and to which added 4-bromobenzoicacid methyl ester (300 mg, 1.4 mmol) and heated to reflux overnight. The reaction mixture was diluted with ethyl acetate and filtered the residue; the filtrate collected was concentrated under reduced pressure to afford the crude mass. The resultant mass was purified by column chromatography (using 60-120 silica gel and 10% EtOAc in Hexane as eluent) to afford 201 mg (63.4%) of 4-Phenylamino-benzoic acid methyl ester.

According to the analysis of related databases, 619-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 619-42-1, 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. 619-42-1 name is Methyl 4-bromobenzoate, 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.

General procedure: To a sealed vial was added aniline (1.2 eq), methyl 4-(phenylamino)benzoate (1 eq), Pd(OAc)2 (0.05mmol), rac-BINAP (0.05 eq), K2CO3 (3 eq) and toluene. Then the sealed vial was irradiated in the microwave at 130C for 2h. After the reaction completed, ethyl acetate was added to dilute the reaction mixture, and then filtered by diatomite. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel to afford diphenylamine intermediate (8).

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

Reference:
Article; Huang, Yafei; Yu, Mingcheng; Sun, Nannan; Tang, Ting; Yu, Fazhi; Song, Xiaoxia; Xie, Qiong; Fu, Wei; Shao, Liming; Wang, Yonghui; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 465 – 476;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 619-42-1, name is Methyl 4-bromobenzoate, belongs to esters-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 619-42-1, HPLC of Formula: C8H7BrO2

[0246] Step 1: 4-Bromobenzohydrazide : To a stirred solution of methyl 4- bromobenzoate (10 g, 46.51 mmol) in methanol (200 mL) was added hydrazine hydrate (23.2 g, 465.1 mmol) at rt. The mixture was then refluxed for 16 h. The mixture was concentrated, diluted with water (70 mL) and extracted with ethyl acetate (3 X 70 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was triturated with diethyl ether (30 mL) to afford 4-bromobenzohydrazide (8 g, 37.38 mmol, 80% yield ) as an off white solid . XH NMR (300 MHz, DMSO-d6) delta 7.68-7.53 (m, 4H), 7.38 (br s, 1H), 4.10 (br+2H]+.

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:
Patent; KALYRA PHARMACEUTICALS, INC.; HUANG, Peter Qinhua; KAHRAMAN, Mehmet; SLEE, Deborah, Helen; BUNKER, Kevin, Duane; HOPKINS, Chad, Daniel; PINCHMAN, Joseph, Robert; ABRAHAM, Sunny; SIT, Rakesh, Kumar; SEVERANCE, Daniel, Lee; (248 pag.)WO2016/161160; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 619-42-1,Some common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, molecular formula is C8H7BrO2, 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 at room temperature of methyl 4-bromobenzoate (8.84 g, 41.11 [MMOL),] Pd [(PPH3)] 2Cl2 (840 mg, 1.20 [MMOL)] and Cul (455 mg, 2.39 [MMOL)] in anhydrous THF (200 ml) was saturated with nitrogen for 15 min. Then, the solution under nitrogen was cooled down at [0C,] and [TRIMETHYLSILYLACETYLENE] (7.2 [ML,] 50.91 [MMOL)] and triethylamine (22 [ML,] 157.8 [MMOL)] were added successively. The reaction mixture was allowed to warm up at room temperature. After 2 h, Pd [(PPH3)] 2Cl2 (100 mg) and Cul (80 mg) and trimethylsilylacetylene (0.5 ml) were added again, and the reaction mixture was stirred overnight. Then, the reaction mixture was diluted with AcOEt and successively washed with a saturated aqueous solution of NH4CI and brine, dried over [MGS04,] filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (AcOEt/hexane: [5/95010/90)] to afford the title compound XXXI (9.05 g, 38.95 [MMOL,] 94% yield) as a yellow sticky [SOLID. 1H] NMR: (400 MHz, CDCl3) 8 [(PPM)] : AB system [(8A] = 7.67, AB = 7.22, JAB = 8.5 Hz, 4H), 3.63 (s, 3H), 0.00 (s, 9H).

The synthetic route of 619-42-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE INC.; WO2004/35525; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, 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 C8H7BrO2

To a stirred solution of methyl 4-bromobenzoic acid methyl ester (45 g, 209.0 mmol) in MeOH (500 mL), hydrazine hydrate (39.31 g, 627.0 mmol) was added at RT and heated to 65 C for 12h. After cooling the reaction mixture to RT, the solvent was removed under reduced pressure. The residue was slurred with diethyl ether (300 mL). The solid was filtered off and dried under suction to afford the title compound as an off white solid (40 g, 93% yield). NMR (400 MHz, DMSO-d6) delta 9.84 (s, 1H), 7.76- 7.73 (m, 2H), 7.66-7.64 (m, 2H), 4.49 (s, 2H) 1H NMR (DMSO-d6, 400MHz) delta 9.84 (s, 1H), 7.76-7.73 (m, 2H), 7.66-7.63 (m, 2H), 4.42 (b, 2H). LC/MS (Method A): 217.0(M+H)+. HPLC (Method F) Rt 2.02 min (Purity: 99.6%).

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

Reference:
Patent; ARES TRADING S.A.; QUATTROPANI, Anna; SWINNEN, Dominique; WO2013/182274; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, molecular formula is C8H7BrO2, 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. 619-42-1.

2.52a. methyl 4′-bromo-biphenyl-4-carboxylate 0.54 g (2.5 mmol) of methyl 4-bromo-benzoate is dissolved in 10 mL dioxane and 2.5 mL 2M-sodium carbonate solution. 0.6 g (3 mmol) of 4-bromophenyl-boric acid and 0.12 g (0.1 mmol) of tetrakis-(triphenylphosphine)-palladium are added successively and the reaction is refluxed for 5 hours. The reaction mixture is combined with water and EtOAc, filtered and the phases are separated. The aqueous phase is extracted with EtOAc and the combined organic phases are dried over MgSO4. After elimination of the drying agent and solvent the residue is triturated with acetonitrile, suction filtered and dried in the air. Yield: 100 mg (13.7% of theory); C14H11BrO2 (M=291.15); calc.: molar peak (M+H)+: 291/293 fnd.: molar peak (M+H)+: 291/293; Rf value: 0.68 (silica gel, petroleum ether/EtOAc 8:2).

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

Reference:
Patent; Boehringer Ingelheim International GmbH; US2004/242572; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 619-42-1, The chemical industry reduces the impact on the environment during synthesis 619-42-1, name is Methyl 4-bromobenzoate, I believe this compound will play a more active role in future production and life.

Eth nytfime hyisfiane (82.4 g, 0,84 mol) was added dropwise over 10 min under a nitrogen atmosphere to a solution of methyl 4-bromobenzoate (150 g, 0.7 mol), PdC (PPh3)2 (15 g, 0.021 mol) and Cu (13 g, 0.07 mol) in TEA (1.5 L) and the reaction was siirsd at 90 for 30 minutes. Solids were collected by filtration and washed with EtOAc (5 x 500 mL). The filtrate was concentrated under reduced pressure to give a residue, which was distilled under reduced pressure to yield methyl 4-C(trimethylsify) ethynyl) benzoate (INT-12) as an off-white solid (156 g, 96%),

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, Methyl 4-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHAOGEN, INC.; PATTERSON, Brian D.; LU, Qing; AGGEN, James Bradley; DOZZO, Paola; KASAR, Ramesh Annasaheb; LINSELL, Martin Sheringham; KANE, Timothy Robert; GLIEDT, Micah James; HILDEBRANDT, Darin James; MCENROE, Glenn A.; COHEN, Frederick; WO2013/170165; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

619-42-1, 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 619-42-1 as follows.

EthynyHrimethylsilane (82.4 g. 0.84 rnol. 1.2 equiv) was added dropwise over 10 min under a nitrogen atmosphere to a soiution of methyl 4-brornobenzoate (150 g, 0.7 mol 1.0 equiv), PdC2 iPP h), (15 g, 0.021 mot.. 0.03 equiv) and Cul (13 g, 0.068 mol, 0.1 equiv) in TEA (1.5 L), The reaction was stired at 90C for 30 minutes, whereupon LCMS showed complete consumption of methyl 4-bromobenzoate. Then, the reaction mixture was filtered and the filter cake was washed with EiOAe (5 x 500 rnLj, The filtrate was concentrated under reduced pressure to give a residue, which was distilled under reduced pressure to yield methyl 4~{{triroethyi8tiyi) ethynyl) benzoate (INT-1.2) as an off-white solid (156 g, 96%).

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

Reference:
Patent; ACHAOGEN, INC.; PATTERSON, Brian, D.; LU, Qing; AGGEN, James, Bradley; DOZZO, Paola; KASAR, Ramesh, Annasaheb; LINSELL, Martin, Sheringham; KANE, Timothy, Robert; GLIEDT, Micah, James; HILDEBRANDT, Darin, James; MCENROE, Glenn, A.; COHEN, Frederick; WO2013/170030; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 619-42-1 as follows. 619-42-1

Synthesis methyl 4-(phenylamino)benzoate (Compound 17) Under argon atmosphere, a solution of methyl 4-bromobenzoate (3.5 g, 16.28 mmol), aniline (1.819 g, 19.53 mmol), palladium (II) acetate (218 mg, 0.97 mmol), rac-BINAP (506 mg, 0.81 mmol), and potassium carbonate (6.72 g, 48.62 mmol) in toluene (ca. 10 mL) was tightly capped in a 25 mL microwave vessel. The mixture was subjected to microwave irradiation at 160 C. for 2 h and then cooled to room temperature. The reaction mixture was diluted with DCM and filtered. The organic solvents were evaporated in vacuo, and the residue was suspended in methyl tert-butyl ether (150 mL). The organic phase was washed with saturated aqueous sodium bicarbonate, brine, dried (MgSO4), filtered and evaporated in vacuo. The obtained residue was purified by column chromatography (5% EtOAc in heptane to 60% EtOAc in heptane) to afford title compound 6 (3.55 g, 96% yield) as a pale green solid: mp 121-122 C.

According to the analysis of related databases, 619-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Diaz, Philippe; Diaz, Fanny; Petrov, Ravil Rashitovich; US2012/39804; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics