Month: January 2021

Electric Literature of 13918-92-8,Some common heterocyclic compound, 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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 flask containing 10 mmol of 3,4-methylenedioxyphenethylamine in 80 mL of dichloromethane was placed in an ice bath, then 13 mmol of pyridine was added to provide an alkaline environment. While stirring, 2 mmol of 2,4-difluorobenzenesulfonyl chloride was slowly added dropwise. After lh, the ice bath was removed, and the reaction was continued at room temperature for 3 h to stop the reaction. The reaction solution was washed with water three times, washed once with saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent is recovered by filtration and rotary distillation, and hexane is added to the remaining oily liquid to crystallize. After the crystals are completely crystallized, the product is recrystallized to give the product as a pale yellow solid, N-(2,4-difluorobenzenesulfonyl)-3,4-methyleneoxyphenylethylamine, yield 99%.

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-Difluorobenzene-1-sulfonyl chloride, its application will become more common.

Reference:
Patent; Hebei University of Science and Technology; Liu Shouxin; Zhang Xiaofang; Zhang Zhiwei; Yang Yihua; Yang Jianhua; (12 pag.)CN104045645; (2018); B;,
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. 6306-61-2, name is N-(2-Chloroethyl)propan-2-amine hydrochloride, A new synthetic method of this compound is introduced below., Quality Control of N-(2-Chloroethyl)propan-2-amine hydrochloride

KOH (932 mg; 14.1 mmol) was dissolved in THF (7ml) and H20 (distilled, 0.17 ml). Intermediate 7 (341 mg; 0.95 mmol), then tetrabutylammonium bromide (76.5 mg, 0.24 mmol) were added to the mixture and stirred at room temperature for 5 minutes. The reaction mixture was heated at 50C for 1 hour. Then A/-(2-chloroethyl)-2-propanamine, hydrochloride (225 mg, 1.4 mmol) was added and the reaction mixture was stirred at 50C for 18 hours. A/-(2-chloroethyl)-2-propanamine, hydrochloride (76mg, 0.48 mmol) was added and the reaction mixture was stirred at 50C for 5 hours. Water was added and the reaction mixture was extracted with EtOAc. The organic layer was washed with brine, dried over MgS04, filtered and evaporated to dryness. The crude product was purified by chromatography over silica gel (5muetaeta, mobile phase :Gradient from 0.2% NH4OH, 98% DCM, 2% MeOH to 0.8% NH4OH, 92% DCM, 8% MeOH). The desired product fraction was collected and the solvent was evaporated. The residue was dissolved in MeOH, 2 drops of HCI (37%) were added and the reaction mixture was stirred at room temperature for 2 minutes. The mixture was evaporated, taken up with CH3CN and crystallized from CH3CN to afford 41 mg of compound 1 (9%) as a chlorohydrate

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; ASTEX THERAPEUTICS LIMITED; BERDINI, Valerio; ANGIBAUD, Patrick Rene; WOODHEAD, Steven John; SAXTY, Gordon; WO2013/61074; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7006-52-2, These common heterocyclic compound, 7006-52-2, name is N-Methyl-3-chloroaniline, 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.

General procedure: S7 (0.35 g, 2 mmol) was dissolved in Et2O (5 mL) and converted into its hydrochloride salt by drop-wise addition of aq. HCl (1 M) in Et2O. The resulting precipitate was collected byfiltration, dried for 10 min, and used in the subsequent reaction. A mixture of S7 hydrochloride (212 mg, 1 mmol), S1 (185 mg, 1.1 mmol), and toluene (2 mL) was heated to 130 oC,stirred for 21 h, cooled to rt, and diluted with MeOH (5 mL). This solution was concentrated onto silicagel and purified on a silica gel column with gradient elution (EtOAc EtOAc-MeOH;4: 1 v/v). The fractions containing the desired guanidine were collected, concentrated under reduced pressure, andapplied to a second silica gel column eluted with Et3N-EtOAc-hexanes(5: 20: 75 by vol.) to afford 20 asa white solid

The synthetic route of 7006-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Naumiec, Gregory R.; Cai, Lisheng; Pike, Victor W.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 2; (2015); p. 225 – 228;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 220227-21-4, 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. 220227-21-4 name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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.

To a solution of the N-(2,4-dimethoxybenzyl)pyri-midin-4-amine(0.76 g, 3.10 mmol) prepared in Example la and l,4-diazabicyclo[2.2.2]octane(0.70 g, 6.20 mmol) in acetonitrile (20 mL), 2,4,5-trifluorobenzenesulfonylchloride (1.43 g, 6.20 mmol) was added with cooling on ice, and thereaction solution was stirred at room temperature for 1 hour. The reactionsolution was filtered, the filtrate was concentrated under reduced pressure,and the residue was purified with silica gel chromatography (hexane/ethylacetate=67:33) to yield the title compound (0.72 g, 53%) as a colorless solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4,5-Trifluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Daichi Sankyo Corporation; Takahashi, Sakiko; Domon, Yuki; Kitano, Yutaka; Sinojika, Tsuyoshi; (102 pag.)KR2015/126620; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-29-8, 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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium /-butoxide (3.9 g, 0.33 mmol) was dissolved in DMSO (25 mL). To this solution was added 3 -methyl pyrazole (2.7 g, 0.33 mmol) and the reaction was heated at 50 C for 30 min. l-Bromo-4-chloro-2-fluorobenzene (4.6 g, 0.22 mmol) was then added and the reaction was stirred at 50 C for 16 h. The reaction was cooled to RT and extracted with water and EtOAc, washed with brine, and dried over Na2S04) filtered and concentrated in vacuo. Purification by normal phase silica gel column chromatography (EtO Ac/heptane) provided l-(2- bromo-5-chlorophenyl)-3-methyl-lH-pyrazole and l-(2-bromo-5-chloroplienyl)-5-methyl-lH- pyrazole as a 4: 1 mixture that was used in the next step directly,

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

Reference:
Patent; KAROS PHARMACEUTICALS, INC.; DE LOMBAERT, Stephane; GOLDBERG, Daniel R.; BRAMELD, Kenneth; SJOGREN, Eric Brian; SCRIBNER, Andrew; WO2015/35113; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5, The chemical industry reduces the impact on the environment during synthesis 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, I believe this compound will play a more active role in future production and life.

1.132 g (5.32 mmol) of 3,5-difluorobenzene-1-sulfonyle chloride is added under argon to a solution of 545 mg (3.55 mmol) of 5-amino-2-chloronicotinotrile in 20 mL of an anhydrous 1:1 mixture of THF and pyridine. The reaction medium is heated to 70C for 3 hours and let 12 additional hours under stirring at room temperature. The solvent is dry evaporated and the crude reaction product is redissolved in ethyl acetate and washed with several aqueous fractions. The organic phase is dried on magnesium sulfate, filtered, concentrated and then purified by silica gel chromatography to yield 784 mg (67%) of N-(6-chloro-5-cyanopyridin-3-yl)-3,5-difluorobenzene-sulfonamide. 1H NMR: deltaH ppm (400 MHz, DMSO) : 11,39 (1H, sl, NH), 8. 34 (1H, m, CHarom), 8,10 (1H, m, CHarom), 7,67 (1H, m, CHarom), 7,59 (2H, m, CHarom).

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, 3,5-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PIERRE FABRE MEDICAMENT; Kruczynski, Anna; Creancier, Laurent; Kaloun, El Bachir; Bedjeguelal, Karim; Rabot, Remi; EP2689779; (2014); 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. 14862-52-3, name is 3,5-Dibromochlorobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 14862-52-3

In the round bottom flask was charged with 1,3-dibromo-5-chlorobenzene 25g (92.47mmol) and biphenyl-4-yl-phenyl amine 45.4g (184.9mmol) into a sodium t- butoxide 26.7g (277.41mmol) was added to 463ml toluene dissolved. Here Pd (dba)2 0.266g (0.462mmol) and tri-tert-butylphosphine was put 0.187g (0.924mmol) in turn and the mixture was stirred under reflux for 4 hours under a nitrogen atmosphere. After the reaction the organic layer was then extracted with ethyl acetate dry distilled over magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. Silica gel with: a product n- hexane / dichloromethane (2 volume ratio of 8) The desired compound was purified by column chromatography of the intermediate M-12 to give the 44.9g (81% yield) as a white solid.

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; Chei Industries Inc.; Ryu, Dong Wan; Heo, Dal Ho; Jung, Seong Hyeon; Hong, Jin Seok; Kim, Jun Seok; Yoo, Dong Kyu; Lee, Seung Jae; Lee, Han Il; Chang, Yu Na; Cho, Yeong Kyeong; Chae, Mi Yeong; (44 pag.)KR2016/8651; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 51572-93-1,Some common heterocyclic compound, 51572-93-1, name is O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride, molecular formula is C7H8Cl3NO, 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.

c) A solution of N-(2-butyryl-4-chlorophenyl)trifluoromethanesulfonamide 29A (243 mg, 0.74 mmol), O-(2,4-dichlorobenzyl)hydroxylamine hydrochloride (176 mg, 0.77 mmol) and anhydrous NaOAc (86 mg, 1.05 mmol) in EtOH (10 mL) was stirred for 15 hours at RT. The reaction mixture was concentrated under vacuum and the residue filtered through a pad of silica (eluting with CHCl3). Purification by radial thin layer chromatography (eluting with CH2Cl2/PE, 7.5:82.5 to 3:17) afforded N-{4-chloro-2-[1-(2-chloro-4-methylbenzyloxyimino)butyl]}trifluoromethanesulfonamide 100 (189 mg, 51%) as a pale yellow solid. M.p. 65-66 C. 1H n.m.r. (200 MHz, CDCl3) delta11.45, br s, 1H; 7.63, d, J=9.0 Hz, 1H; 7.46, d, J=2.6 Hz, 1H; 7.44, d, J=1.8 Hz, 1H; 7.41-7.34, m, 2H; 7.30-7.25, m, 1H; 5.27, s, 2H; 2.80, m, 2H; 1.60, m, 2H; 1.02, t, J=7.4 Hz, 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride, its application will become more common.

Reference:
Patent; Meyer, Adam Gerhard; Winzenberg, Kevin Norman; Sawutz, David G.; Liepa, Andris Juris; US2006/63841; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, molecular formula is C6H4ClNaO2S, 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. category: chlorides-buliding-blocks

General procedure: Quinoline N-oxides 1 (0.3 mmol), sodium arylsulfinates 2 (0.45 mmol) and Fe(NO3)3 (0.09 mmol) in DMSO (3.0 mL) were added to a microwave reaction tube (5.0 mL). The reaction mixture was heated at 120 C for 20 min under microwave irradiation. After reaction completion, the solvent was distilled under vacuum. Ethyl acetate (10 mL) was added to the residue, and washed with saturated sodium chloride solution (3 ¡Á 30 mL). The organic phase was dried over anhydrous NaSO4 and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give the desired products 3 using ethyl acetate/petroleum ether (1:10 to 1:5) as the eluent. All compounds were confirmedby IR, 1H NMR, 13C NMR and MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14752-66-0, its application will become more common.

Reference:
Article; Mai, Wenpeng; Lv, Mingxiu; Zhang, Xiaofeng; Lu, Kui; Journal of Chemical Research; vol. 41; 12; (2017); p. 705 – 708;,
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. 108-70-3, name is 1,3,5-Trichlorobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,3,5-Trichlorobenzene

General procedure: An oven-dried and argon-flushed pressure tube was charged with 1,3,5-trichlorobenzene, 1,2,4-trichlorobenzene or 1,2,3-trichlorobenzene (0.25 mmol), Pd2(dba)2 (1.25 mol%), cataCXium A (5.0 mol%), boronic acid (1.5 mmol) and K3PO4 (1.5 mmol) followed by anhydrous toluene (4.0 mL). The tube was sealed with a Teflon valve and the reaction mixture was stirred at 110 C for 24 h. The cooled reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography.

The synthetic route of 108-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reimann, Sebastian; Ehlers, Peter; Sharif, Muhammad; Spannenberg, Anke; Langer, Peter; Tetrahedron; vol. 72; 8; (2016); p. 1083 – 1094;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics