Category: 23399-70-4

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 23399-70-4 as follows. COA of Formula: C7H6ClI

Step 2: At O0C5 a solution of 4-chloro-l-iodo-2-methylbenzene (642 mg, 2.53 mmol) in 5mL of pentane was treated with t-BuLi (1.68 mL of 1.7 M in pentane solution, 2.86 mmol) slowly, and stirred for 30 min. The resulting yellow mixture was cooled to – 60 0C, and a solution of N-methoxy-N-methyl-l-(trifluoroinethyl)cyclopropanecarboxamide (346 mg, 1.75 mmol) in 3.0 mL of THF was added via syringe. The reaction mixture was slowly warmed to RT in 1 h, then partitioned between a mixture of sat. ammonium chloride and EtOAc. The organic layer was separated, dried and concentrated. Purification of the residue on the ISCO (12 g column, 0-10% EtOAc:Hexanes) provided the title compound (384 mg, 83%) as a colorless amorphous solid. MS (ESI3 pos. ion) m/z: 263.1 (M+l).

According to the analysis of related databases, 23399-70-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; TASKER, Andrew; ZHANG, Dawei; WO2008/30466; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 23399-70-4, name is 5-Chloro-2-iodotoluene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6ClI

Specific operation: In a 25 mL reaction flask equipped with a magnetic stirrer, a metal catalyst palladium acetate (6.7 mg, 0.03 mmol), triphenylphosphine (20.0 mg, 0.075 mmol) was added,S-2-bromophenyl-S-methyliminosulfanone (70.0 mg, 0.3 mmol), norbornene (56.4 mg, 0.6 mmol), potassium carbonate (82.8 mg, 0.6 mmol),Protect with nitrogen (at least three nitrogen cycles), add acetonitrile (3 ml) and 5-chloro-2-iodotoluene (90.9 mg, 0.36 mmol) successively in a nitrogen stream and close the vessel.The reaction solution was heated to 80 C. for about 12 h, and the reaction was complete by TLC.After the treatment, the reaction solution was first diluted with 15 ml of ethyl acetate, and then the inorganic substances such as the catalyst and the alkali were removed by suction filtration through a sand funnel containing silica gel.The resulting filtrate was separated by flash column chromatography to give the pure product 9-chloro-5,7-dimethyldibenzo[c,e][1,2]thiazine-5-oxide compound 3l. Yield: 69%.

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; Jiangxi Normal University; Chen Zhiyuan; Zhou Hao; Wang Xiumei; (17 pag.)CN107987034; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 23399-70-4, name is 5-Chloro-2-iodotoluene, belongs to iodides-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 23399-70-4, Safety of 5-Chloro-2-iodotoluene

General procedure: The appropriate aryl halide (1 mmol), CsOH (3 mmol), andH2O (1 mL) were added over 0.1 h, to a stirred solutionof CuI (19.0 mg, 10 mol%) and Dimethylglyoxime (L6;23.2 mg, 20 mol%) in DMSO (1 mL), and the reactionmixture was stirred at 120 C (aryl iodides) or (aryl bromides).The progress of the reaction was monitored by TLC(EtOAc-hexane). The reaction mixture was then cooled toroom temperature and acidified with 0.5 M HCl (0.5 mL).The resulting mixture was extracted with EtOAc (3¡Á10 mL)and dried (Na2SO4). Evaporation of the solvent gave a residuethat was purified by column chromatography.

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

Reference:
Article; Shendage, Suresh S; Journal of Chemical Sciences; vol. 130; 2; (2018);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 23399-70-4, These common heterocyclic compound, 23399-70-4, name is 5-Chloro-2-iodotoluene, 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.

Intermediate 6: 2:1 Mixture of 2-(bromomethyl)-4-chloro-1-iodobenzene and 1- bromo-2-(bromomethyl)-4-chlorobenzene; Lambda/-bromosuccinimide (6.34 g, 35.6 mmol) was weighed into a flask and carbon tetrachloride (200 ml) was added followed by 4-chloro-1-iodo-2-methylbenzene (8.57 g, 33.9 mmol, Fluorochem Ltd). The reaction mixture was stirred and dibenzoyl peroxide (0.822 g, 3.39 mmol) was added in one portion. The apparatus was then flushed three times with nitrogen and heated to reflux with vigorous stirring. After approximately 46 h at reflux, the reaction was allowed to cool to room temperature. The reaction mixture was filtered to remove the insoluble material and washed with aqueous sodium sulfite solution. The carbon tetrachloride layer was dried over sodium sulfate and evaporated to give a crude product as a pale yellow oil which crystallised on standing. The crude product was triturated with cyclohexane. The white insoluble material (1.30 g) was retained. The soluble material was then loaded onto 50 g silica SPE (pre-conditioned with cyclohexane) and was eluted with cyclohexane. Two product batches were obtained from this purification. The slower running material was obtained as a clear liquid which crystallised on standing to give the title compounds as a 2:1 mixture of 2- (bromomethyl)-4-chloro-1-iodobenzene and 1-bromo-2-(bromomethyl)-4- chlorobenzene (1.99 g).The faster running material (2.07 g) was combined with the triturated material (1.30 g) and was re-purified on 50 g silica SPE eluting with cyclohexane, exactly as before. A second batch of the title compounds, again as a 2:1 of 2-(bromomethyl)-4-chloro-1- iodobenzene and 1-bromo-2-(bromomethyl)-4-chlorobenzene (2.38 g) was obtained; LCMS: (System 2) tRET = 1 -37 min (no ions detected).

Statistics shows that 5-Chloro-2-iodotoluene is playing an increasingly important role. we look forward to future research findings about 23399-70-4.

Reference:
Patent; GLAXO GROUP LIMITED; COE, Diane, Mary; COOPER, Anthony, William, James; GORE, Paul, Martin; HOUSE, David; SENGER, Stefan; VILE, Sadie; WO2010/122088; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 23399-70-4, name is 5-Chloro-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H6ClI

Intermediate 6: 2:1 Mixture of 2-(bromomethyl)-4-chloro-1-iodobenzene and 1- bromo-2-(bromomethyl)-4-chlorobenzene; Lambda/-bromosuccinimide (6.34 g, 35.6 mmol) was weighed into a flask and carbon tetrachloride (200 ml) was added followed by 4-chloro-1-iodo-2-methylbenzene (8.57 g, 33.9 mmol, Fluorochem Ltd). The reaction mixture was stirred and dibenzoyl peroxide (0.822 g, 3.39 mmol) was added in one portion. The apparatus was then flushed three times with nitrogen and heated to reflux with vigorous stirring. After approximately 46 h at reflux, the reaction was allowed to cool to room temperature. The reaction mixture was filtered to remove the insoluble material and washed with aqueous sodium sulfite solution. The carbon tetrachloride layer was dried over sodium sulfate and evaporated to give a crude product as a pale yellow oil which crystallised on standing. The crude product was triturated with cyclohexane. The white insoluble material (1.30 g) was retained. The soluble material was then loaded onto 50 g silica SPE (pre-conditioned with cyclohexane) and was eluted with cyclohexane. Two product batches were obtained from this purification. The slower running material was obtained as a clear liquid which crystallised on standing to give the title compounds as a 2:1 mixture of 2- (bromomethyl)-4-chloro-1-iodobenzene and 1-bromo-2-(bromomethyl)-4- chlorobenzene (1.99 g).The faster running material (2.07 g) was combined with the triturated material (1.30 g) and was re-purified on 50 g silica SPE eluting with cyclohexane, exactly as before. A second batch of the title compounds, again as a 2:1 of 2-(bromomethyl)-4-chloro-1- iodobenzene and 1-bromo-2-(bromomethyl)-4-chlorobenzene (2.38 g) was obtained; LCMS: (System 2) tRET = 1 -37 min (no ions detected).; Intermediate 7: 1 -r(5-Chloro-2-iodophenyl)methyl1-Lambda/-(2,6-difluorophenyl)-1 H- pyrazole-3-carboxamide/V-(2,6-difluorophenyl)-1 H-pyrazole-3-carboxamide (350 mg, 1.57 mmol), 2:1 Mixture of 2-(bromomethyl)-4-chloro-1-iodobenzene and 1-bromo-2-(bromomethyl)-4- chlorobenzene (495 mg, 1.57 mmol) and potassium carbonate (433 mg, 3.14 mmol) were weighed into a flask. DMF (15 ml) was then added and the reaction was stirred at ambient temperature under nitrogen.After 16 h, the reaction mixture was partitioned between DCM (100 ml) and water (100 ml). The layers were separated and the aqueous layer extracted with further DCM (50 ml). The combined DCM extracts were dried (sodium sulfate) and evaporated to give a crude product as an oil. This product was re-dissolved in DCM and loaded on to 50 g silica SPE which had been pre-equilibrated with cyclohexane. The product was then purified using 0-50% ethyl acetate-cyclohexane gradient to give a white solid (2:1 mixture of iodide and bromide).200 mg of the product mixture was purified by MDAP (2 x 100 mg batches). Each sample was dissolved in 1 :1 MeOH:DMSO (1 ml) and purified (supelcosil ABZ+Plus column) (Method A) eluting with solvents A/B (A: Water + 0.1% Formic acid, B: MeCN:Water 95:5 + 0.05% Formic acid).The first eluted product from each run was combined and partitioned between NaHCO3 (aq) and DCM. The layers were separated and the aqueous layer was extracted with a second portion of DCM. The DCM extract was dried (Na2SO4) and evaporated to give 1-[(2-bromo-5-chlorophenyl)methyl]-Lambda/-(2,6-difluorophenyl)-1 H- pyrazole-3-carboxamide as a colourless oil, 45 mg; LCMS: (System 2) MH+= 426, 428 and 430 (Cl, Br isotopes), tRET = 1.22 min.The second eluted product from each run was combined and partitioned betweenNaHCO3 (aq) and DCM. The layers were separated and the aqueous layer was extracted with a second portion of DCM. The DCM extract was dried (Na2SO4) and evaporated to give the title compound as a colourless oil (121 mg); LCMS: (System2) MH+= 474 and 476 (Cl isotopes) tRET = 1 -25 min.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 23399-70-4.

Reference:
Patent; GLAXO GROUP LIMITED; COE, Diane, Mary; COOPER, Anthony, William, James; GORE, Paul, Martin; HOUSE, David; SENGER, Stefan; VILE, Sadie; WO2010/122088; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 23399-70-4, name is 5-Chloro-2-iodotoluene, 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. Recommanded Product: 5-Chloro-2-iodotoluene

Adding 0.02 equivalents of anhydrous copper sulfate and 4.0 equivalents of potassium t-butoxide to a 25 mL Schlenk reaction tube, drying in vacuum for 15 minutes, and adding 1.5 mL of n-octane and 1 mL of t-butanol, 5.0 equivalents of benzonitrile in an argon atmosphere.2 mmol of 2-iodo-5-chloro-toluene, in the reaction tube after adding polytetrafluoroethylene stopper was placed into an oil bath of the reaction 90 C at 12h. After the reaction is completed, the solvent is removed by filtration and the residue is purified by column chromatography eluting with petroleum ether / methylene chloride / ethyl acetate (v: v: v = 20:10:1). 5-chloro-2-phenylindole was obtained as a white solid; yield: 84%

The synthetic route of 5-Chloro-2-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Science and Technology of China; Kang Yanbiao; Shan Xianghuan; (12 pag.)CN108863894; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com