Month: August 2021

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. 694-80-4, name is 1-Bromo-2-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 694-80-4

General procedure: A mixture of TBAF·3H2O (1.2 mmol) and triethoxy(phenyl)silane (1.2 mmol) in DMF (2 ml) was stirred at room temperature for 1 h, then the aryl halide (1 mmol) and ortho-palladated catalyst (0.4 mol %) were added and the mixture placed into a Milestone microwave reactor. Initially the microwave irradiation was set at 600 W, and the temperature was ramped from room temperature to the desired temperature (100 C). Once this was reached, the mixture was held at this temperature until the reaction was complete. The mixture was stirred continuously and monitored by both TLC and GC. After the reaction was complete, the mixture was cooled to room temperature, and was extracted with Et2O (30 ml). The organic phase was washed with H2O (30 ml), and dried over MgSO4, filtered, and concentrated under reduced pressure using a rotary evaporator. The residue was purified by silica gel column chromatography.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 694-80-4.

Reference:
Article; Hajipour, Abdol Reza; Rafiee, Fatemeh; Tetrahedron Letters; vol. 53; 35; (2012); p. 4661 – 4664;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)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. Application In Synthesis of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene

Synthesis of compound 11C50H49CIO6 M = 781.37 g.moF1 Mass: ESI+): 798.20 (M + H20)Under inert atmosphere, Mg powder (265mg, 10.9mmol, 2.4eq) was charged into a three necked flask, followed by addition of a portion of 1/3 of a solution of the 4- bromo-l-chloro-2-(4-ethylbenzyl)benzene (2.95g, 9.1mmol; 2eq) in dry THF (25mL) and 1 ,2-dibromoethane (10 mol % of Mg; 85mg; 0.45mmol). The mixture was heated to reflux. After the reaction was initiated (exothermic and consuming of Mg), the remaining solution of 2-(4-ethylbenzyl)-4-bromo-l-chlorobenzene in dry TFIF was added dropwise. The mixture was then allowed to react for another one hour under gentle reflux until most of the Mg was consumed.The above Grignard reagent was added dropwise into the solution of cyclohexenone 8 (2.42g, 4.53mmol, leq) in dry THF (25mL) under inert atmosphere at room temperature (about 25C), then allowed to react for 3h. A saturated aqueous solution of ammonium chloride was added into the mixture to quench the reaction. The mixture was extracted with Et20, washed with brine, dried over sodium sulphate, filtered and concentrated. The residue was purified on silica gel chromatography (cyclohexane/ethyl acetate 100:0 to 80:20) to afford the target compound 11 as a yellow oil (3.01g, 86%).

The synthetic route of 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TFCHEM; DELIENCOURT-GODEFROY, Geraldine; LOPES, Lenaig; WO2012/160218; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60633-25-2, 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. 60633-25-2 name is 2-Bromo-4-chloro-1-methoxybenzene, 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.

a Ethyl 5-chloro-2-methoxycinnamate A solution of 10.6 g (48.2 mmol) of 2-bromo-4-chloroanisole in 30 ml of triethylamine was treated with 1 0.1 ml (81.2 mmol) of ethyl acrylate, 1.23 g of tri-o-tolylphosphine, and 0.45 g of palladium(II) acetate in an argon atmosphere. The reaction mixture was stirred at 100 C. for 2 days, then diluted with EA and filtered through Celite. The filtrate was washed with 1 N HCl and saturated NaCl solution, dried over Na2SO4, and concentrated. After chromatographic purification over SiO2 using EA/heptane (1:8) as an eluent, 0.85 g of the title compound resulted as a pale yellow oil. Rf (SiO2, EA/heptane 1:4)=0.34. MS (ESI): m/e=241 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4-chloro-1-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US6350778; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, 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. Product Details of 29671-92-9

A mixture of ethyl 2-aminothiophene-3-carboxylate (0.5 g, 3.18 mmol), chloroformamidine hydrochloride (0.91 g, 7.95 mmol) and dimethylsulfone (1.50 g, 15.9 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.24 g, 45%).1H NMR (300 MHz, DMSO, 25 C.): delta=10.89 (s, 1H, NH), 7.09 (d, J=5.8 Hz, 1H, CH), 6.97 (d, J=5.8 Hz, 1H, CH), 6.52 (s, 2H, NH2) ppm.HRMS: calcd for C6H6N3OS 168.02316, found 168.02239.

The synthetic route of Carbamimidic chloride hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; US2012/46278; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-29-8, 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. 1996-29-8 name is 1-Bromo-4-chloro-2-fluorobenzene, 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.

1. Preparation of 3-bromo-6-chloro-2-fluorophenol; A solution of 1-bromo-4-chloro-2-fluorobenzene (20.4 g, 0.100 mol) in tetrahydrofuran (THF; 50 mL) was slowly added to lithium diisopropyl amide (LDA; 0.125 mol) in THF (600 mL) at -50 C. After addition the solution was warmed to -20 C. and then cooled to -50 C. and a solution of trimethyl borate (13.5 g, 0.130 mol) in tetrahydrofuran (20 mL) was added slowly and the temperature was warmed to -20 C. The mixture was then cooled to -70 C. and solution of peracetic acid (32% in acetic acid, 0.150 mol) was slowly added and the mixture was warmed to ambient temperature. Water (250 mL) was added and solution extracted with ethyl acetate (2×200 mL). The combined organic phases were dried and concentrated. The black oil was purified by column chromatography (20% ethyl acetate in hexanes) to give 3-bromo-6-chloro-2-fluorophenol (14.1 g, 0.063 mol): 1H NMR (CDCl3): delta 7.05 (m, 2H), 5.5 (bs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-chloro-2-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Balko, Terry W.; Schmitzer, Paul R.; Daeuble, John F.; Yerkes, Carla N.; Siddall, Thomas L.; US2007/179060; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4090-55-5,Some common heterocyclic compound, 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, molecular formula is C5H10ClO3P, 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.

Synthesis Example 5 (Synthesis of Phosphorus Compound 7); A mixture was obtained in the same manner as in Synthesis example 1 except that 114.4 g of toluene were used in place of 114.4 g of chlorobenzene, 137.0 g (0.95 mole) of 2-naphthol (beta-naphthol) were used in place of 161.5 g (0.95 mole) of 2-phenylphenol (ortho-phenylphenol) and chlorobenzene was not used to add to the reaction mixture.(After-treatment) The obtained mixture was neutralized at 85 C by adding hydrochloric acid solution which corresponds to an excess amount of triethylamine and the mixture was allowed to stand to separate an oil phase. Next, the obtained oil phase was washed with approximately 85 C water and then any liquid was removed by a centrifugal filter. The obtained solid was dried by a vacuum desiccator at 100 C, to give 227.5 g of a white solid. The purity of the obtained solid was found to be 99.0 area % by GPC. Also, if all of the solids were assumed to be an object compound, the crude yield was 82.0 %. A structure of the obtained solid was determined according to results of quantitative analysis of phosphorus by elemental analysis and absorption spectrometry using an UV spectrometer, 1H-NMR, 13C-NMR and FT-IR, and the solid was identified as 5, 5-dimethyl-2-(2′-naphthyloxy)-1, 3, 2-dioxaphosphorinane-2-oxide (phosphorus compound 7) of the below-mentioned constructional formula. Also, a melting point of the solid was measured in the same manner as in Synthesis example 1. Quantitative analysis of phosphorus by elemental analysis and absorption spectrometry (theoretical values in parentheses): Carbon: 61.6 % (61.6 %) Hydrogen: 5.9% (5.8 %) Phosphorus: 10.6 % (10.6%) Melting point: 151 to 155 CIR (KBr): 2992, 2896, 1632, 1600, 1513, 1466, 1374, 1357, 1306, 1251, 1210, 1171, 1123, 1053, 973, 938, 915, 867, 826, 784, 755, 675, 627 cm-1 2992, 2896, 1632, 1600, 1513, 1466, 1374, 1357, 1306, 1251, 1210, 1171, 1123, 1053, 973, 938, 915, 867, 826, 784, 755, 675, 627 cm-1 NMR: 1H-NMR (CDC13; 300MHz); delta 7.85-7.78 (3H, m, beta -Np), 7.72 (1H, s, beta-Np), 7.51-7.37 (m, 3H, beta-Np), 4.29 (2H, d, J=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH= 11Hz, POCH2C (CH3)2-), 1.35 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm1H-NMR (CDC13; 300MHz); delta 7.85-7.78 (3H, m, beta -Np), 7.72 (1H, s, beta-Np), 7.51-7.37 (m, 3H, beta-Np), 4.29 (2H, d, J=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH= 11Hz, POCH2C (CH3)2-), 1.35 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm13C-NMR (CDCl3; 75MHz); delta 147.8 (d, 2JPC=7Hz), 133.8, 130.8, 129.9, 127.6, 127.3, 126.7, 125.4, 119.4 (d, 3JPC=6Hz), 115.8 (d, 3JPC=5Hz) (o-PP), 78.3 (d, 2JPC=7Hz, POCH2C (CH3)2-), 32.1 (d, 2JPC=6Hz, POCH2C (CH3)2-), 21.6, 20.0 ppm

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

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1925622; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 202925-08-4, name is 1-Chloro-3-fluoro-5-methoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClFO

In an inert atmosphere glovebox, [Pd(cinnamyl)Cl]2 (typically 2.5 mol%) and Mor-DalPhos(typically 7.5 mol%) were added to a vial sealed with a cap containing a PTFE septum and stirred in toluene for 5 min, then NaOtBu (2.1 equiv.) was added along with the aryl chloride substrate (1 equiv., [ArCl] = 0.1 M) if it was a solid. After removing the vial from the glovebox the aryl chloride was added via a syringe if it was a liquid, along with hydrazine hydrate (2.0 equiv.). The reaction was stirred at the desired temperature for 0.5-2 h. Generally, after a short period of time, reactions were observed to darken and considerable black precipitate was formed.After completion of the reaction was observed by thin layer chromatography (TLC) or GC methods, the solution was allowed to cool and filtered through a short plug of neutral alumina, which was washed with CH2Cl2/MeOH (25:1). The resulting eluent solution was concentrated and charged with ethyl acetoacetate (1 equiv., [ethyl acetoacetate] = 0.125 M) and glacial acetic acid. The solution was heated at reflux for 0.5-3 h, and the reaction progress was monitored by use of TLC or GC methods. After complete consumption of the aryl hydrazine, the reaction was cooled, diluted with EtOAc (40 mL) and washed with H2O (60 mL) followed by 1:1 water/brine (60 mL). The organic fractions were dried over Na2SO4, filtered and concentrated to afford crude product which was purified by column chromatography. Typical reaction scales were 0.4 -1.0 mmol. Aryl hydrazines were stored at -4 C for no longer than 12 hours before reacting with ethyl acetate.

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:
Article; Maclean, Mark A.; Diez-Cecilia, Elena; Lavery, Christopher B.; Reed, Mark A.; Wang, Yanfei; Weaver, Donald F.; Stradiotto, Mark; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 100 – 104;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 63624-28-2,Some common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, molecular formula is C8H9ClO4S, 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 86 5-Ethoxy-3-(2-ethoxycarbonyl-1-ethoxycarbonylhydrazino)-1,3-dihydro-1-(2,4-dimethoxybenzenesulfonyl)-3-phenylindol-2-one This compound is prepared according to the procedure described in EXAMPLE 1 from 0.500 g of 5-ethoxy-3-(2-ethoxycarbonyl-1-ethoxycarbonylhydrazino)-1,3-dihydro-3-phenylindol-2-one and 0.280 g of 2,4-dimethoxybenzenesulfonyl chloride. The expected product is obtained after crystallization from a DCM/iso ether mixture. m=0.383 g. M.p.=228-229 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dimethoxybenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; Sanofi; US5594023; (1997); A;,
Chloride – Wikipedia,
Chlorides – 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 118-69-4 as follows. Formula: C7H6Cl2

Treat a mixture of 2,6-dichlorotoluene (50.0 g, 0.31 mol), iodine (0.10 g, 0.39 mmol), and 325 mesh iron powder (0.70 g, 12.5 mmol) in CCl4 (60 mL) dropwise with bromine (52.8 g, 0.33 mol) over 20 minutes and is stir for 3 hours at room temperature. Pour the mixture into ice water and extract with 1,2-dichloroethane. Wash the organic layer with saturated sodium bisulfite and dry using Na2SO4. Remove the solvent in vacuo to afford 76.01 g (100%) 1-bromo-2,4-dichloro-3-methyl-benzene.

According to the analysis of related databases, 118-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aicher, Thomas Daniel; Anzeveno, Peter Biagio; Li, Renhua; Krasutsky, Alexei Pavlovych; Mabry, Thomas Edward; Saeed, Ashraf; Snyder, Nancy June; Stephenson, Gregory Alan; Tian, Hongqi; Wallace, Owen Brendan; Winneroski, JR., Leonard Larry; Xu, Yanping; US2009/111800; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 33863-76-2, 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 1-bromo-3-chloro-5-fluorobenzene (50.0 g, 239 mmol) in DMF (300 ml.) was treated with sodium methoxide (15.5 g, 286 mmol) and the reaction was stirred overnight at rt. The mixture was diluted with ethyl acetate (500 mL) and washed with water (700 mL). The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give 51.0 g of the title compound which was used without purification. 1H NMR (DMSO-c/6) delta 7.23 (t, 1 H), 7.13 – 7.15 (m, 1 H), 7.05 (t, 1 H), 3.77 (s, 3 H).

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, 1-Bromo-3-chloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics