Month: July 2021

Related Products of 60811-18-9, These common heterocyclic compound, 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene, 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.

1-Bromo-4-chloro-3-fluorobenzene (1 g, 4.8 mmol), bis(pinacolato)diboron (1.33 g, 5.3 mmol), potassium acetate (1.4 g, 14.3 mmol) and bis(triphenylphosphine)palladium dichloride (0.2 g, 0.29 mmol) were suspended in dioxane (20 ml). The yellow suspension was flushed with argon for 30 minutes and refluxed for 12 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was chromatographed over silica gel (hexane-ethyl acetate 99:1) to provide 2-(4-chloro-3-fluoro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (0.7 g, 59%) as a colorless oil, MS: m/e=256.2 (M+).

Statistics shows that 4-Bromo-1-chloro-2-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 60811-18-9.

Reference:
Patent; Buettelmann, Bernd; Neidhart, Marie-Paule Heitz; Jaeschke, Georg; Pinard, Emmanuel; US2003/229096; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl Chloride, 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 104-52-9, Computed Properties of C9H11Cl

2.1 g of compound 1 was dissolved into 15mL of DMF, add 1.39 g of potassium carbonate, stir at 50 C with heating, add the drops of 3-phenylpropyl chloride (1.55g), heat to reflux, and react for 2h, and then cool at 60 C, added the drops of Diphenyl methylamine (1.83g), heat again to reflux, carry on reaction for 1.5h, after the reaction, filter, filter cake washed with a small amount of DMF, the filtrate is distilled off under reduced pressure, add 15g of ice water, stir, and filter and obtained a crude product, adding the crude product to methanol and then, it is made into salt with concentrated hydrochloric acid, by filter obtained hydrochloride salt of compound I-3, hydrochloride added into 6mL of water, adjust adjusting the pH at 8 with ammonium hydroxide and obtain a large amount of white powder, filter, dry, i.e. obtained Compound I-3 (3.34g, yield is 70.3%).

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

Reference:
Patent; Suzhou Huazhen Pharmaceutical Technology Co., Ltd.; Ma Lihua; Su Longzhen; Shi Xiaohui; (8 pag.)CN108358855; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl Chloride, 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 104-52-9, Recommanded Product: 3-Phenylpropyl Chloride

EXAMPLE 2 Preparation of 3-phenoxy-3-phenylpropylamine A reaction mixture consisting of 1000 g. of 3-chloropropylbenzene, 1500 g. of N-bromosuccinimide, 5 g. of benzoyl peroxide and 6 l. of carbon tetrachloride were placed in a 12 l. 3-neck, round-bottom flask equipped with stirrer and condenser. The reaction mixture was stirred and heated until an exothermic reaction began. The heat source was then removed, after the exothermic reaction had subsided, the reaction mixture was refluxed until the reaction was completed as noted by the disappearance of the N-bromosuccinimide. The reaction mixture was then cooled and crystalline succinimide collected by filtration. The succinimide filter cake was washed with carbon tetrachloride. The combined filtrate and wash was concentrated in vacuo. The residue comprising 3-chloro-1-bromopropylbenzene obtained in the above reaction, was shown by a NMR to be the desired material and 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, 3-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; US4313896; (1982); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloro-1H-benzo[d][1,2,3]triazole

To a solution of 5-chloro-1H-benzotriazole (1 g) and sodium acetate (1g) in acetic acid was added bromine (2 g). After 10 days at room temperature, the mixture was treated with a saturated solution sodium thiosulfate, neutralized with a saturated solution of sodium bicarbonate and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to afford a residue that was purified by semi- preparative liquid chromatography to afford 4-bromo-5-chloro-1 /-/-benzotriazole as an off-white solid (213 mg, 14%). MS (ES): M/Z [M+H]=232. 1H NMR: (400 MHz, DMSO-dbeta): 7.58 (d, J =8.7 Hz, 2H) and 7.91 (d, J =8.7 Hz, 1H).

According to the analysis of related databases, 94-97-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (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. 93-50-5, name is 4-Chloro-2-methoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Chloro-2-methoxyaniline

Step A: 4-Chloro-2-iodo-6-methoxy-phenylamine To a solution of 4-chloro-2-methoxy-phenylamine (600 mg, 3.81 mmol) in ethanol (12 ml) at 50 C. was added a solution of silver sulphate (2.14 g, 6.85 mmol) and iodine (967 mg, 3.81 mmol) in ethanol (8 ml). The resulting reaction mixture was stirred at 50 C. for 4 h. After cooling at 25 C., reaction mixture was filtered through a bed of celite and the filtrate was diluted with EtOAc (30 ml). The organic phase was washed with aqueous Na2S2O3 solution (2*15 ml), and brine (10 ml), dried over anhydrous Na2SO4, filtered, and evaporated off in vacuo. The crude residue was purified by flash column chromatography (2% EtOAc in hexane) to afford 4-chloro-2-iodo-6-methoxy-phenylamine (160 mg, 15%) as brown sticky liquid. GC-MS: 283 (M).

The synthetic route of 93-50-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; Ceccarelli, Simona M.; Conte, Aurelia; Kuehne, Holger; Kuhn, Bernd; Neidhart, Werner; Obst Sander, Ulrike; Rudolph, Markus; US2013/116234; (2013); 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. 106-39-8, name is 1-Bromo-4-chlorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H4BrCl

General procedure: Into a 10 mL glass vial were placed aryl halide (0.5 mmol), phenyl- or4-methoxy phenylboronic acid (0.65 mmol), base (1 mmol), Pd-loadedcatalyst 4 (0.2 mol% Pd) and EtOH/water (1 : 1) (2 mL), and a magneticstirrer was added. The vial was sealed, placed into the microwavecavity and the reaction mixture subjected to microwave irradiation of60 W at 120 C for 5 min. After completion, the reaction vessel wascooled to room temperature, opened and the contents were extractedwith dichloromethane three times. The organic fraction was dried withmagnesium sulfate, filtered and the solvent was removed under reducedpressure. The crude products were purified by chromatography on asilica gel column. All products were identified by 1H NMR.

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; Pan, Dan; Wu, Aiqun; Li, Pengfei; Xu, Haitang; Lei, Fuhou; Shen, Liqun; Journal of Chemical Research; vol. 38; 12; (2014); p. 715 – 718;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2687-12-9, These common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, 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)In a two-necked flask equipped with a magnetic stirrer,250 mL of distilled water was added and argon was bubbled in for 30 minutes;B)Continue to maintain through the argon gas flow,PdCI2 (10 mmol, 1.77 g, 1 equiv) and KCl (2.84 g,4equiv),And then sealed with a rubber stopper to the mouth of the flask,The mixture in the flask was stirred for 1 hour;C)The excess of cinnamyl chloride (Ph-allyl) Cl (4.58 g, 3 equiv) was injected into the reaction flask through a rubber stopper,The resulting system continued to react for 24 hours;D)The reaction mixture was extracted three times with chloroform,The organic phases were combined,Dried over anhydrous MgSO4, filtered, the solvent removed under reduced pressure,To obtain the corresponding dimer;E)N- [2-bis (1-adamantyl) phosphophenyl] morpholine (2.2 mmol, 1.02 g) and 15 mL of dry tetrahydrofuran (THF) were charged in a single jar equipped with a magnetic stirrer,1 mmol of the above-mentioned palladium dimer was added to dissolve the ligand,Close the lid,The mixture was stirred at room temperature for 3 hours;F)The solvent was then removed under reduced pressure,A solid was obtained.The solid was pulverized in pentane,Filtered and recrystallized from 10 mL of dichloromethane (DCM) / pentane (1: 1 weight ratio)dry,Pulverization can be obtained palladium complex catalyst 2.37g.

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Chuancheng Pharmaceutical Co., Ltd.; Liu, Huaizhen; Guo, Ming; Ma, Juliang; (6 pag.)CN106083599; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application 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.

N-[5-Bromo-2-(methyloxy)-3-pyridinyl]-2,4-difluorobenzenesulfonamide To a cooled (0 C.) solution of 5-bromo-2-(methyloxy)-3-pyridinamine (13.7 g, 67.5 mmol) in pyridine (200 ml) was added slowly 2,4-difluorobenzenesulfonyl chloride (14.37 g, 67.6 mmol) over 15 min (reaction became heterogeneous). The ice bath was removed and the reaction was stirred at ambient temperature for 16 h. Most of the pyridine was removed in vacuo and the residue diluted with water (500 mL). The solids were filtered off and washed with copious amounts of water to give 21 g of crude desired product. More solid appeared in the mother liquor and was filtered and washed with water to give an additional 1.5 g of desired material. The two batches were combined, triturated with 70 ml of methylene chloride, and dried in a vacuum oven at 50 C. to give the title compound (15 LCMS (Method B) R=1.1 1 mi MH=378/380.

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

To toluene (1470 mL) and water (60 mL) under nitrogen was added 4-bromo-2-chloroaniline (63 g, 305 mmol) and cyclopropylboronic acid (26.5 g, 309 mmol). The mixture was cooled and treated with potassium phosphate tribasic (227 g, 1068 mmol) portionwise followed by P(cHex)3 (8.56 g, 30.5 mmol). The flask was flushed with nitrogen, Pd(OAc)2 (3.56 g, 15.87 mmol) was added and the mixture was heated to 81 C. for 7 hrs then left at RT over the weekend. Further cyclopropylboronic acid (5.5 g, 64 mmol) was added and the mixture was heated to 81 C. for 2 hrs and then cooled to RT. The resulting mixture was diluted with water (600 mL). The aqueous layer was separated and the organic layer was washed with water (300 mL) and brine (300 mL), dried over Na2SO4, filtered and evaporated to dryness to give a brown oil. The oil was absorbed onto silica and purified by chromatography eluting with 10-100% EtOAc in heptane. The product fractions were combined and concentrated under reduced pressure to give the title compound as green crystals. (0513) HPLC Method D: Rt 3.94 mins; (0514) 1H NMR (400 MHz, DMSO-d6) delta 6.88 (1H, d), 6.74 (1H, dd), 6.67 (1H, d), 5.06 (2H, br s), 1.78-1.70 (1H, mult), 0.82-0.76 (2H, mults), 0.52-0.47 (2H, mults).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-chloroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; EDWARDS, Anne-Marie; AHMED, Mahbub; PULZ, Robert Alexander; ROONEY, Lisa Ann; SMITH, Nichola; TROXLER, Thomas Josef; (31 pag.)US2015/329549; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 62593-17-3, name is 2,4-Dichloro-6-(trifluoromethyl)aniline, 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 62593-17-3, Product Details of 62593-17-3

2,4-Dichloro-6-trifluoromethylphenylacetic acid methyl ester prepared from 2,4-dichloro-6-trifluoromethylaniline; LC-MS (A): tR=0.93 min; 1H NMR ((CD3)2SO) delta: 8.11 (s, 1H), 7.88 (s, 1H), 3.97 (s, 2H), 3.65 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloro-6-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; Hilpert, Kurt; Hubler, Francis; Kimmerlin, Thierry; Renneberg, Dorte; Stamm, Simon; Murphy, Mark; US2014/163035; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics