Month: September 2021

932-32-1, name is 2-Chloro-N-methylaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 2-Chloro-N-methylaniline

General procedure: Dichloromethane (20 mL) and phenylpropynoic acid (11 mmol) were added into a 50 mL round bottom glass flask, and then N-alkylaniline (10 mol) was added at 0 C. Thereafter, a solution of DCC (15 mol), DMAP (0.5 mmol) and dichloromethane (20 mL) was slowly added dropwise with stirring. The reaction mixture was allowed to warm to room temperature and then stirred overnight. The mixture was washed with 5 mL saturated NaCO3 solution, 5 mL saturated NaCl solution, and 5 mL water. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-phenylpropynamide 1.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Yuan; Chen, Yu-Jue; Guan, Zhi; He, Yan-Hong; Tetrahedron; vol. 75; 51; (2019);,
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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5ClFN

fd”) 4-Chloro-A^-(2-chloro-4-fluorophenvDpyra2ole-3-carboxamide A mixture of 3,8-dichlorodipyrazolo[l55-a;r95′-d]pyrazine-4,9-dione (0.20 mmol, 51 mg) and 2-chloro-4-fluoroaniline (1.0 mmol, 146 mg) was heated at 12O0C for I h, cooled to ambient temperature and diluted with pentane (5 mL). The precipitate was filtered off and washed with pentane (30 mL). Crystallisation from EtOH:water (4:1, 20 mL) gave 84 mg (77 %) of the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta 13.8 (br s, IH), 9.65 (s, IH), 8.20 (s, IH), 7.96 (dd, IH), 7.57 (dd, IH), 7.28 (ddd, IH).

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; BIOLIPOX AB; WO2007/45868; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 112-26-5,Some common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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 synthesis of precursor P4 was realized by a Williamsonether procedure. To a solution of 1.50 g (9.92 mmol) of 4-(acetylamino)phenol (1) in anhydrous DMF (30 mL) andinert N2 atmosphere, were added 10.0 equivalents of anhydrousK2CO3, whereupon the mixture was stirred over30 minutes at 120C. Subsequently were added 755 mul(4.90 mmol) of 1,2-bis(2-chloroethoxy)ethane (P2) and 1.0equivalent of KI. The mixture was maintained with stirringover a twelve-hour period at 120C. Finally, the mixture wasfiltered in order to remove the salt, then the solvent wasevaporated in vacuum and acetone was added. A precipitatewas obtained, which was filtered, washed with acetoneand then with water and vacuumdried to give a whitesolid. Yield: 1.83 g (90%). Melting point: 160-161C. IR (KBr,nu, cm-1): 3306, 1659, 1594, 1530, 1243. 1H NMR (400 MHz,DMSO-d6, delta, ppm, J, Hz): 9.84 (s, 2H, H-8), 7.45 (d, J= 9.0, 4H,H-6), 6.84 (d, J =9.0, 4H,H-5), 4.02 (t, J = 4.7, 4H, H-3), 3.71 (t,J = 4.7, 4H, H-2), 3.60 (s, 4H, H-1), 1.99 (s, 6H, H-10). 13CNMR(101 MHz, DMSO-d6, delta, ppm): 167.7 (C-9), 154.2 (C-4), 132.6(C-7), 120.5 (C-6), 114.4 (C-5), 69.9 (C-1), 69.0 (C-2), 67.2 (C-3),23.8 (C-10). ESI-MS: m/z (positive ion mode) 416.9 [M + H]+(28.55%), 454.9 [M + K]+ (82.30%), 871.9 [2M+K]+ (23.92%).Elem. Anal. Calcd for C22H28N2O6.H2O: C, 60.82; H, 6.96; N,6.45; O, 25.78. Found: C, 60.9; H, 6.37; N, 6.23.

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gomez-Vega, Jancarlo; Moreno-Corral, Ramon Alfonso; Santacruz Ortega, Hisila; Corona-Martinez, David Octavio; Hoepfl, Herbert; Sotelo-Mundo, Rogerio R.; Ochoa-Teran, Adrian; Escobar-Picos, Raymundo Enrique; Ramirez-Ramirez, Jose Zeferino; Juarez-Sanchez, Octavio; Lara, Karen Ochoa; Supramolecular Chemistry; vol. 31; 5; (2019); p. 322 – 335;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2106-02-7, These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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.

Fully dried 50 mL three-neck eggplant flask(Condenser, with three-way cock, with magnetic stir bar)2-Ethoxyphenbornoronic acid0.50 g (3.0 mmol) (manufactured by Tokyo Chemical Industry Co., Ltd.)2-Chloro-4-fluoroline(Made by Wako Pure Chemical Industries, Ltd.) 0.34 mL (2.9 mmol), 1,3-bis- (2,6-diisopropylphenyl) imidazolium- (allyl) -palladium (II) -chloride(Sigma Aldrich Japan Co., Ltd.)0.008 g (0.028 mmol), barium hydroxide octahydrate (manufactured by Wako Pure Chemical Industries, Ltd.) 0.99 g (3.1 mmol) was added,Isopropyl alcohol (Kanto Chemical Co., Ltd.)It was dissolved in 20 mL and reacted at 80 C. for 6 hours.After the reaction, the solid residue is removed by filtration,The solvent was distilled off under reduced pressure to obtain a crude product.Crude product is silica gel column chromatograph(Eluent: hexane / ethyl acetate = 9/1)Compound 27 was purified by purification using0.66 g (100%, light brown liquid) was obtained.

Statistics shows that 2-Chloro-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 2106-02-7.

Reference:
Patent; Mitsui Chemical Inc; Hanada, Shiori; Kinoshita, Shinsuke; Kawamura, Noromori; Muroto, Toshihiro; Tanaka, Kenichi; Ishii, Seiichi; Terao, Hiroshi; Saito, Yasunori; Hara, Retsu; Mizobuchi, Yusuke; (67 pag.)JP5769444; (2015); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 174913-10-1, The chemical industry reduces the impact on the environment during synthesis 174913-10-1, name is 1-Bromo-3-chloro-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 217 7-Chloro-1,2-dihydro-2,2,4-trimethyl-5-coumarino[3,4-f]quinoline (Compound 317, structure 88 of Scheme XXIV, where R1 =chloro, R2-6 =H, R7-9 =methyl) 3-Chloro-2-methoxyphenylboronic acid (structure 90 of Scheme XXIV, where R1 =chloro, R2-4 =H). This compound was prepared in a manner similar to that of 5-fluoro-2-methoxyphenylboronic acid (EXAMPLE 107) from 2-bromo-6-chloroanisole (0.71 g, 3.2 mmol), n-BuLi (2.5M in hexanes; 1.28 mL, 3.2 mmol), and trimethylborate (1.09 mL, 9.6 mmol) to afford 0.55 g (91%) of 3-chloro-2-methoxyphenylboronic acid which was used without further purification.

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-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5688810; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, 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 54788-38-4, HPLC of Formula: C8H9ClO

To 2-chloro-4-methoxytoluene (344 muL, 2.5 mmol, 1.0 eq.) in MeCN (1.5 mL) at 0C is added NBS (500 mg, 3.0 mmol, 1.2 eq.) in 2 portions (2nd half after 30 min stirring). The reaction mixture is allowed to stir at r.t. for 18h. The solvent is removed in vacuo, and the residue is dissolved in DCM and washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford the expected product as a mixture, which is used as such in the next step

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; 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

Reference of 933190-51-3, A common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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.

A microwave vial was charged with a mixture of 8-bromo-6- chloroimidazo[l,2-b]pyridazine (1.06 g, 4.56 mmol), 3-(l,3,2-dioxaborinan-2-yl)pyridine (0.743 g, 4.56 mmol), dioxane (14 mL), and tetrakis(triphenylphosphine)palladium(0) (0.527 g, 0.456 mmol), and K3P04 (2.90 g, 13.68 mmol) (2.0 M water solution) was stirred at room temperature for 5 min. under nitrogen. The resulting mixture was heated to 100 C for 8 h in microwave. The reaction mixture was cooled to room temperature, quenched with water, and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc (3 X 20 mL). The combined organic layer was washed with brine, dried over anhydrous Na2S04, and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by BIOTAGE (20-60% EtOAc/hex, 1.5 L) to the product (0.39 g, 37%). LC/MS: Rt = 1.07 min. LC/MS (Condition A): 231.09/233.09.

The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; LIU, Peiying; BALOG, James Aaron; WO2011/137155; (2011); 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. 172921-33-4, name is 1-Bromo-4-chloro-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H2BrClF2

Under nitrogen, 1-bromo-4-chloro-2,5-difluorobenzene (12 g, 52.8 mmol),(2-methoxyphenyl) boronic acid (8.42 g, 55.4 mmol), and potassium carbonate (14.58 g, 106 mmol)Is dissolved in a mixture of toluene (100 ml) / water (20 ml),A colorless suspension was obtained. Tetrakis (triphenylphosphine) palladium (0) (0.544 g, 0.528 mmol)Was added to the reaction mixture all at once. Degas the reaction mixture,Heated to reflux under nitrogen for 16 hours.According to the results of gas chromatograph mass spectrometry (GCMS) analysis, the reaction was not completed. Therefore,> 7 g boronic acid as catalyst, 1 g K2CO3,And 0.6 g of Pd (PPh3) 4,The resulting mixture was degassed and refluxed for 14 hours under nitrogen.The reaction mixture is then cooled, the organic phase is separated off and evaporated,Purify by silica gel column chromatography eluting with heptane as a yellow oil,4-Chloro-2,5-difluoro-2′-methoxy-1,1′-biphenyl was obtained.(11.0 g, 82% yield).

The synthetic route of 172921-33-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Zhiqiang, Ji; Jui Yi, Tsai; Alexey, Borisovich Dyatkin; Chun, Lin; (197 pag.)JP2019/127489; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 622-86-6, 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. 622-86-6 name is (2-Chloroethoxy)benzene, 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.

The synthesis of Intermediates 8, 9 and 10 was carried out according to Hardcastle et al. (1995) and is shown in Scheme II.The mixture containing the tamoxifen precursor Intermediate 10 obtained after column chromatography was dried under high vacuum and minimum volume of absolute ethanol was added to dissolve it. It was heated to boiling and then transferred to the freezer at 0 0C. After 2 hrs it was brought out of the freezer and kept at room temperature. The sudden temperature difference makes the E- isomer to precipitate as fluffy white crystals that should be kept under constant supervision so as to filter the crystals off at the right moment before the Z-isomer also starts that has to be followed by 1H NMR of the precipitated crystals. EPO Sometimes the crystals of E-isomer also start falling out when it is in the freezer, thus the solution should be continuously monitored so that after the initiation of the crystallization process it can be brought out of the freezer and kept at room temperature. The total time taken for crystallization varies depending on the room temperature. At 30 C it takes about 2-3 hrs and at low room temperature it may take 10-12 hours. Thus, it is preferable to heat the room at 30 0C for faster and efficient crystallization.

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

Reference:
Patent; YEDA RESEARCH AND DEVELOPMENT CO. LTD.; WO2006/80022; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 108-70-3, name is 1,3,5-Trichlorobenzene, 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 108-70-3, Application In Synthesis of 1,3,5-Trichlorobenzene

Step 2: Preparation of (3,5-dichloro-4-pyridinyl)bis(2,4,6-trichlorophenyl)methane A 100 mL round-bottom flask was charged with 3,5-dichloropyridine-4-aldehye (1.76 g, 10.0 mmol), 1,3,5-trichlorobenzene (18.14 g, 100 mmol) and trifluoromethanesulphonic acid (30.0 g, 200 mmol) and heated to 180 C. for 10 h. After the reaction was completed and cooled to room temperature, the mixture was dissolved with dichloromethane and added to ice water. The mixture was neutralized to pH 7 using saturated sodium hydrogen carbonate solution, extracted with dichloromethane, washed with a sodium hydrogen carbonate solution several times, dried over magnesium sulphate. The solvent was evaporated under the reduced pressure. Product was purified by silica gel chromatography eluting with petroleum ether:methylene dichloride=1:1 (VV). A white solid (2.6 g, 50%) was obtained. 1H NMR and mass spectrometry results confirmed that product was (3,5-dichloro-4-pyridine)bis(2,4,6-trichlorophenyl)methane.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Trichlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; JILIN UNIVERSITY; LI, Feng; (18 pag.)US2016/99415; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics