Category: 42048-11-3

42048-11-3, name is 2-Chloro-6-iodotoluene, belongs to iodides-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. Application In Synthesis of 2-Chloro-6-iodotoluene

N-Bromosuccinimide (NBS, 3.52 g, 19.8 mmol) and benzoyl peroxide (39 mg, 0.16 mmol) were added to a solution of 1-chloro-3-iodo-2-methylbenzene10e (5 g, 19.8 mmol) in CCl4 (55 mL). The mixture was heated to reflux for 15 hours then cooled to room temperature. The suspension was filtered and the filtrate concentrated under reduced pressure to yield a yellow waxy solid. (6.0 g, 92%yield). This material was used without further purification in subsequent reactions. 1H NMR (400MHz, CDCl3): d 7.78 (d, 1H), 7.39 (d, 1H), 6.92 (t, 1H), 4.82 (s,2H); LRMS m/z 330/332 [M+H]+; Also a known commercially available compound.

The synthetic route of 42048-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian; Tetrahedron Letters; vol. 56; 47; (2015); p. 6546 – 6550;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-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. Safety of 2-Chloro-6-iodotoluene

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 2-methyl-1-chloro-3-iodobenzene (0.2 mmol, 1.0 equiv.), ethylene oxide (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone(1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred for 24 hours.After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3×10 mL), dried over Na2SO4Filter and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 20:1 (v/v) to afford 7-methyl-6-Chloro-2,3-dihydrobenzofuran 22 mg (yellow oily liquid, yield 64%).

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 42048-11-3, 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. 42048-11-3, name is 2-Chloro-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Palladium acetate palladium (44.9 mg, 0.2 mmol) was added to a 25 mL eggplant bottle.Triphenylphosphine (52.4 mg, 0.2 mmol),Sodium formate (276 mg, 4 mmol),Norbornene (188 mg, 2 mmol),Potassium phosphate (2.544 g, 12 mmol),Potassium acetate (392 mg, 4 mmol),2-chloro-6-sulfonic acid toluene (504 mg, 2 mmol),Ethyl bromobutyrate (1.56 g, 8 mmol) and dimethylformamide (10 ml).High-purity nitrogen was replaced three times, after reacting at 50oC for 16 hours,Extracting the mixture with dichloromethane and water, combining the organic phases, enriching the organic solvent, and further purifying the product by column chromatography. 2-Deutero-3-(ethyl butyrate)-6-chlorotoluene was obtained in a yield of 78%.

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Xiulang New Materials Technology Co., Ltd.; Zhang Honghai; Guo Lei; Shui Xinfeng; (15 pag.)CN110054541; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 42048-11-3, name is 2-Chloro-6-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 42048-11-3, name: 2-Chloro-6-iodotoluene

0.3 mmol of sodium carbonate, 0.1 mmol of diphenylacetylene, 0.005 mmol of palladium acetate, 0.005 mmol of bis(2-diphenylphosphinophenyl)ether, and 0.15 mmol of boronic acid pinacol ester.0.15mmol of 2-methyl-3-chloroiodobenzene and 1mL of N,N-dimethylformamide were added to a 15mL reaction tube, and the nitrogen was repeatedly filled 10 times, placed in an oil bath at 120 C for 24 hours; cooling The reaction solution was diluted with ethyl acetate and washed with water three times.The organic phase was dried over anhydrous Na2SO4, filtered and concentrated.Purification by thin layer chromatography gave 18.5 mg of the desired product in a yield of 43%. The nuclear magnetic and high resolution mass spectra of this compound are characterized as follows:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-iodotoluene, and friends who are interested can also refer to it.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (10 pag.)CN109879899; (2019); A;,
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. 42048-11-3, name is 2-Chloro-6-iodotoluene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

A solution of a (1.8 g, 6 8 mmol, 1.0 eq), b (1 0 g, 7.5 mmol, 1 1 eq), KOAc (2 0 g, 20.4 mmol, 3.0 eq), copper powder (132.0 mg, 2 0 mmol, 0.3 eq), and CuiOAc)?. (364.0 mg, 2.0 mmol, 0.3 eq) in 2-pentanol (50.0 mL) was stirred at 140 C overnight under N?. atmosphere, then cooled to room temperature. The mixture was filtered and the filtrate was concentrated to give crude e (2 2 g, ca.100%) LC/MS: 262.0

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; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 42048-11-3,Some common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-iodotoluene, molecular formula is C7H6ClI, 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.

To a solution of 20a (5.0 g, 19.8 mmol) in CCL (50 mL) were added BPO (48.0 mg, 0.2 mmol) and NBS (3.52 g, 19.8 mmol) at room temperature. Tire resulting mixture was stirred at 90 C overnight, cooled to room temperature, concentrated. Tire residue was purified by silica gel chromatography column (PE) to afford 20b (3.0 g, 46%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-iodotoluene, its application will become more common.

Synthetic Route of 42048-11-3, 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. 42048-11-3, name is 2-Chloro-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 55 (RR,SS)(3-[4-(3-chloro-2-methylphenyl)piperazin-1-yl]-2-[(2-methoxyphenyl)(1-naphthyl)methyl]-2-methyl-3-oxopropanenitrile) A mixture of 2-[(2-methoxy-phenyl)-naphthalen-1-yl-methyl]-2-methyl-3-oxo-3-piperazin-1-yl-propionitrile (442 mg, 1.05 mmol), 1-chloro-3-iodo-2-methyl-benzene (258 mg, 1.02 mmol), NaOtBu (140 mg, 1.45 mmol), Pd2(dba)3 (27 mg, 0.029 mmol), racemic BINAP (39 mg, 0.06 mmol) in toluene (5 mL) in a Carius tube was degassed with argon. The tube was sealed and placed in a preheated oil bath (80) for 21 hours. The sample was cooled, diluted with isopropyl acetate (50 mL), washed with brine then water, was dried over Na2SO4, filtered and concentrated to an oil. Chromatography on silica gel using 15% isopropyl acetate/hexane provided a foam which was recrystallized from ethyl acetate/hexane to provide 220 mg of the title compound as an amorphous white powder. 1H NMR 500 MHz (DMSO-D6): delta 7.99 (d, 1H, J=7.18 Hz), 7.88 (m, 2H), 7.80 (d, 1H, J=8.24 Hz), 7.55 (t, 1H, J=7.63 Hz), 7.42 (m, 2H), 7.23 (dt, 1H, J=8.56, 1.53 Hz), 7.14 (m, 4H), 7.12 (brs, 1H), 6.80 (t, 1 h, J=7.48 Hz), 4.01 (s, 3H), 2.26 (s, 3H), 1.64, (s, 3H); MS (ESI) m/z 538 ([M+H]+); Anal. calcd for C33H32ClN3O2: C, 73.66; H, 5.99; N, 7.81. Found: C, 73.98; H, 6.33; N, 7.46.

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.

Related Products of 42048-11-3, 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. 42048-11-3 name is 2-Chloro-6-iodotoluene, 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.

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 2-chloro-6-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 8-chloro-5,7-dimethyldibenzo[c,e][1,2]thiazine-5-oxide compound 3i. Yield: 45%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-6-iodotoluene, and friends who are interested can also refer to it.