Author: Jessica.F

Reference of 766545-20-4, A common heterocyclic compound, 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, molecular formula is C8H10Cl2N2, 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.

15 mL of thionyl chloride was added to a solution of 0. 57 g (0.003 mol) O-trifluoromethylbenzoic acid in a reaction flask, A solution of N, N-dimethylformamide was added dropwise at room temperature with stirring, The reaction was warmed to the reflux reaction. After 2 hours, the excess amount of thionyl chloride was removed under reduced pressure, 5 mL of dichloromethane was added, This was added dropwise to a solution of 0. 40 g (0.002 mol) of 2-chloro-5, 6,7,8-tetrahydro-1,6-naphthyridine hydrochloride and 0. 41 g (0.004 mol) Triethylamine in 20 mL of dichloromethane at room temperature for 3 hours, The reaction solution was washed with 50 mL of saturated brine and the organic phase was dried over anhydrous magnesium sulfate and distilled under reduced pressure. The residue was subjected to column chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 2) to give a white Solid 0.44 g, m.p. 109.5.

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; Shenyang ZhonghuaPesticide Chemical R & D Co., Ltd.; YANG, JICHUN; WU, JIAO; BAN, LANFENG; XIE, YONG; SUN, QIN; LIU, ZHANGLING; (37 pag.)CN106467537; (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. 118754-53-3, name is 4-Bromo-3,5-dichlorobenzotrifluoride, A new synthetic method of this compound is introduced below., Recommanded Product: 118754-53-3

To a stirred solution of 2-(4-aminophenyl)-Lambda/-(2-hydroxyethyl)-acetamide (0.100 g, 0.52 mmol), 2,6-dichloro-4-trifluromethylbromobenzene (0.189 g, 0.65mmol), K2CO3 (0.178 g, 1.30 mmol) and xantphos (0.03O g, 0.052 mmol) in 1 ,4-dioxane (2ml) under nitrogen in a microwave tube was added Pd2dba3 (0.024 g, 0.026 mmol) in one portion and the tube sealed. The reaction was heated with stirring in a microwave at 16O0C for 75 minutes. The reaction was cooled before filtering through celite and concentrating in vacuo. The reaction mixture was purified by preparative column chromatography using acidic eluent to afford the named product (38.2 mg). LCMS R,=3.75 min, m/z (ES+) 407 (M+H).

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; LECTUS THERAPEUTICS LIMITED; EDWARDS, Simon David; KIMBERLY, Meriel Ruth; ARMER, Richard Edward; KHAN, Nawaz Mohammed; WO2010/10380; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 57946-56-2, name is 4-Chloro-2-fluoroaniline, belongs to chlorides-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 57946-56-2, SDS of cas: 57946-56-2

EXAMPLE 1 Preparation of 4-Chloro-2-fluoro-5-nitroaniline A solution of 4-chloro-2-fluoroaniline (10.0 g, 69 mmol) in concentrated sulfuric acid is cooled to -20C, treated dropwise with 90% nitric acid (5.0 mL, 107 mmol) over ten minutes, stirred at -15C for 90 minutes, and poured onto ice. The resultant aqueous mixture is extracted with diethyl ether, neutralized with 50% sodium hydroxide solution, and extracted again with diethyl ether. The organic extracts are combined, washed sequentially with dilute sodium hydroxide solution and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as a brown solid (11.3 g, 86% yield, mp 82-83.5C) which is identified by 1H, 19F and 13C NMR spectral analyses.

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

Reference:
Patent; American Cyanamid Company; EP985670; (2000); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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