Month: January 2021

Reference of 108-41-8, 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. 108-41-8, name is 1-Chloro-3-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

m-chlorotoluene (5.1 g, 40 mmol),sodium bromate (4.6 g, 30.6 mmol),sodium bromide (6.3 g, 61.2 mmol), 1,2-dichloroethane (25 mL) was added to a reaction flask equipped with a stirred, reflux condenser, thermometer and tail gas absorber, heated to reflux and rapidly added 1/3 of the total volume of the initiator solution (0.15 g AIBN, dissolved (5 g) was slowly added dropwise with sulfuric acid (4.6 g, 46 mmol concentrated sulfuric acid diluted with 2 mL of water) and the remaining initiator solution was followed by gas chromatography. After completion of the reaction, the reaction was cooled to At room temperature, saturated sodium bisulfite solution (10mL) was added and stirred to red to fade. The mixture was allowed to stand, and the aqueous phase was extracted twice with 1,2-dichloroethane (10 mL x 2). The organic phases were combined and washed with saturated chlorine Sodium chloride solution washing, dry.The crude product was purified by column chromatography (elution solvent as petroleum ether) to give 10.2 g of m-chlorobenzyl dibromide in 90% yield.The product was a colorless liquid

The synthetic route of 1-Chloro-3-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Normal University; Xiao Xiaohui; Chen Yufeng; (12 pag.)CN107098791; (2017); A;,
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. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, A new synthetic method of this compound is introduced below., name: 4-Bromo-1-chloro-2-methylbenzene

A mixture of 3-(3-chlorophenyl)-1H-pyrazole (5.3 g, 29.8 mmol) (prepared according to the method given in European Patent Publication EP 538156), salicylaldoxime (0.58 g, 4.25 mmol), 5-bromo-2-chlorotoluene (2.8 g, 21.3 mmol), copper oxide (0.15 g, 1.06 mmol) and cesium carbonate (11.8 g, 36.2 mmol) in 20 mL of Af N-dimethylformamide was heated at 140 C overnight and then allowed to cool to room temperature. The resulting suspension was filtered and the filtrate was concentrated under reduce pressure. The resulting residue was purified by medium pressure liquid chromatography (2 to 10% gradient of ethyl acetate in hexanes as eluant) to give the title compound as a white solid (1.4 g). 1H NMR (CDCl3): 5 7.92-7.30 (m, 8H), 6.78 (s, 1H), 2.46 (s, 3H)

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; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/124092; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13745-86-3, These common heterocyclic compound, 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, 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.

The typical procedure for the iron-catalyzed cross-coupling reaction of imidoyl chlorides with alkylmagnesium halide was applied to form the title compound and the following reagents were employed: l l-chloro-dibenzo[b,f][l,4]thiazepine ( 49 mg, 0.20 mmol), Fe(acac)3 (3.53 mg, 0.001 mmol), THF (2 mL) and N-methylpyrrolidone (0.2 mL), of EPO l,3-dioxane-2-yl-ethyl magnesium bromide (0.5 M in Et2O, 0.40 mL, mmol). Purification by flash chromatography (ethyl acetate/heptane 1:4) afforded 56 mg (86 %) as an oil. 1H NMR (400 MHz, CDCl3): 7.45-7.39 (3H, m), 7.31-7.22 (3H, m), 7.18-7.15 (IH, m), 7.05- 7.00 (IH, m), 4.74 (IH, t, J = 5.2Hz), 4.12-4.07 (2H, m), 3.80-3.71 (2H, m), 3.07-3.00 (2H, m), 2.12-2.01 (3H, m), 1.34-1.30 (IH, m). 13C NMR (100 MHz, CDCl3): delta 172.3, 148.9, 140.6, 139.1, 132.5, 132.0, 130.7, 129.2, 128.9, 128.6, 127.9, 125.5 (2C), 101.5, 67.1, 36.2, 32.4, 26.1.

The synthetic route of 13745-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2007/47776; (2007); 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. 203302-92-5, name is 3-Bromo-2-chloro-6-fluorotoluene, A new synthetic method of this compound is introduced below., Computed Properties of C7H5BrClF

Example 3 2-Chloro-4-fluoro-3-methylbenzonitrile (165RL87a) 3-Bromo-2-chloro-6-fluorotoluene 165RL91 (173 mg, 0.78 mmol), zinc cyanide (91 mg, 0.78 mmol) and tetrakis(triphenylphosphine)palladium(0) (27 mg, 23 mumol) was charged in a vial, DMF (1 mL) added, and the mixture irradiated for 150 sec at 200 C. in a microwave oven. Diethyl ether (30 ml) was added and the reaction mixture washed with magnesium sulphate (4% solution, 3*20 mL) followed by brine (20 mL). The organic layer was dried and evaporated. The product was further purified by column chromatography on silica gel using n-heptane/ethyl acetate (9:1) giving a white solid (55 mg, 42%). GC/MS m/z 169 [M+H]+. 1H-NMR (CDCl3, 300 MHz) delta 7.43 (dd, 1H, J=5.6, 8.8, Ar-H), 6.87 (t, 1H, J=8.8, Ar-H), 2.36 (d, 3H, J=2.4, CH3).

The synthetic route of 203302-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schlienger, Nathalie; Thygesen, Mikkel Boas; Pawlas, Jan; Badalassi, Fabrizio; Lewinsky, Rasmus; Lund, Birgitte Winther; Olsson, Roger; US2006/160845; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 94-97-3, 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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: in EtOAc/MeOH (4:1) mixture solvent (2 mL), benzotriazoles 1 (0.3 mmol), sodium sulfinates 2 (0.54 mmol), NaBr (0.36 mmol) and mCPBA (0.39 mmol) were added successively. The suspension mixture was vigorously stirred at room temperature for 4 h. Upon completion, the reaction was quenched by addition of sat. aq. Na2S2O3 (2 mL), basified with sat. aq. Na2CO3(8 mL) and H2O (5 mL). The mixture was extracted with CH2Cl2 (3¡Á5 mL) and the combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified by TLC technique (3:1 (v/v) petroleum ether/ethyl acetate) to furnish sulfonylbenzotriazoles 3.

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, 5-Chloro-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Sixue; Zhang, Yikun; Yan, Jie; Synthetic Communications; vol. 46; 17; (2016); p. 1432 – 1437;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 172921-33-4, 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. 172921-33-4, name is 1-Bromo-4-chloro-2,5-difluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-Bromo-4-chloro-2,5-difluoro-benzene (1.0 g, 4.4 mmol, 1.0 eq.) is dissolved in MeOH (10mL) and a solution of sodium methoxide in MeOH (25percent wt, 1.90 mL, 8.8 mmol, 2.0 eq.) is added. The reaction mixture is submitted to microwave irradiation for 50 min at 120¡ãC. The reaction mixture is diluted with water and extracted with DCM. The combined organic layers are dried over anhydrous Na2SO4, filtered and concentrated in vacuo. Crystallization upon standing and filtration afford the expected product

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-4-chloro-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; DE CEUNINCK, Frederic, Andre; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (180 pag.)WO2017/211666; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 14862-52-3,Some common heterocyclic compound, 14862-52-3, name is 3,5-Dibromochlorobenzene, molecular formula is C6H3Br2Cl, 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: Synthesis Example 4: Synthesis of Intermediate I-4 (0144) (0145) Intermediate I-3 (50 g, 98 mmol) was dissolved in THF (1 L) under a nitrogen environment, 1-bromo-3-iodobenzene (33 g, 117 mmol, Sigma Aldrich Co., Ltd.) and tetrakis(triphenylphosphine)palladium (1 g, 0.98 mmol) were added thereto, and the mixture was stirred. Potassium carbonate saturated in water (34 g, 245 mmol) was added thereto, and the obtained mixture was heated and refluxed at 80 C. for 12 hours. When the reaction was complete, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM), filtered after removing moisture with anhydrous MgSO4, and concentrated under a reduced pressure. This obtained residue was separated and purified through column chromatography to obtain Intermediate I-4 (50 g and 95%).

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

Reference:
Patent; SAMSUNG SDI CO., LTD.; JUNG, Ho-Kuk; OH, Jae-Jin; RYU, Dong-Wan; HAN, Su-Jin; KANG, Gi-Wook; KANG, Eui-Su; KIM, Youn-Hwan; KIM, Hun; PARK, Jae-Han; YANG, Yong-Tak; YU, Eun-Sun; LEE, Han-ILL; JEONG, Woo-Seok; (124 pag.)US2017/222158; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 367-22-6,Some common heterocyclic compound, 367-22-6, name is 4-Chloro-3-fluoroaniline, molecular formula is C6H5ClFN, 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 152 1,1-dimethylethyl(4-chloro-3-fluorophenyl)carbamate A solution of 4-chloro-3-fluoroaniline (9.90 g, 68.0 mmol) and bis(1,1-dimethylethyl)dicarbonate (16.3 g, 74.8 mmol) in THF (100 mL) was stirred with heating at 60 C. for 15 hrs. Bis(1,1-dimethylethyl) bicarbonate (4.75 g, 21.8 mmol) was added again, and the mixture was further stirred at 60 C. for 3 days. The reaction mixture was concentrated under reduced pressure and crystallized from hexane to give the title compound as a white powder (11.8 g, 71%). 1H-NMR (300 MHz, DMSO-d6) delta: 1.48 (9H, s), 7.24 (1H, ddd, J=8.9, 2.4, 0.9 Hz), 7.45 (1H, t, J=8.8 Hz), 7.56 (1H, dd, J=12.2, 2.3 Hz), 9.73 (1H, s).

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 7149-75-9,Some common heterocyclic compound, 7149-75-9, name is 4-Chloro-3-methylaniline, molecular formula is C7H8ClN, 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: The corresponding pyrazinoic acid (5.0 mmol) was dispersed in dry toluene (20 mL) and mixed with 1.5eq. of thionyl chloride (0.55 mL, 7.5 mmol). The reaction mixture was heated to reflux for approximately 1 h. Next, the excess of thionyl chloride was removed by repeated evaporation with dry toluene under vacuum.The crude acyl chloride was dissolved in dry acetone(20 mL) and added drop-wise to a stirred solution of the corresponding aniline (5.0 mmol) with triethylamine(5.0 mmol) in dry acetone (30 mL). The reaction mixture was stirred at ambient temperature for up to 6 h. The completion of the reaction was monitored by TLC (eluent: hexane/ethyl acetate; r =2 : 1). The crude product adsorbed on silica gel by solvent evaporation was purified by flash chromatography(hexane/ethyl acetate gradient elution).The analytical data of the prepared compounds were fully consistent with the proposed structures and are available in the Supplementary Data.

The synthetic route of 7149-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zitko, Jan; Barbora, Servusova-Vanaskova; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Frantisek; Kunes, Jiri; Dolezal, Martin; Chemical Papers; vol. 70; 5; (2016); p. 649 – 657;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 118754-53-3, name is 4-Bromo-3,5-dichlorobenzotrifluoride, molecular formula is C7H2BrCl2F3, 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. SDS of cas: 118754-53-3

2.08 g of 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene (0.01 mol) was added to the reaction flask. 4.9 g of 5-amino-4-((trifluoromethyl)thio)-1H-pyrazole-3-carbonitrile (0.017 mol), 64 mg of copper (10 mol%), 0.27 g 1,10-phenanthroline (15 mol %), dissolved in 15 ml of THF and 5 ml of DMSO, reacted at 60 C for 8 hours. After the reaction is finished, the extract is dried and dried. The crude compound 1 was obtained in a mass of 3.6 g; after the obtained Compound 1 and 20 ml of dichloromethane were uniformly mixed, slowly add 1.7 g of benzoyl peroxide (0.013 mol) at 0 C. After the dropwise addition, the reaction was carried out for 2 hours at room temperature. After the reaction is finished, the extract is dry, purification afforded 3.5 g of fipronil in a yield of 82%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 118754-53-3, its application will become more common.

Reference:
Patent; Jiangsu Changqing Agrochemical Co., Ltd.; Yu Guoquan; Sun Xialin; Ma Changqing; Ding Huaping; (5 pag.)CN109134375; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics