Category: 116632-41-8

Reference of 116632-41-8, 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. 116632-41-8 name is 2-Chloro-5-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.

General procedure: In a Schlenk tube are added 6-azaindole (0.846 mmol), potassium phosphate (1.78 mmol) and CuI(0.042 mmol). The tube is twice evacuated and back-filled with Ar. Toluene (1 ml), 2-chloro-5-iodotoluene (0.846 mmol) and (trans)-N,N’-dimethyl-1,2-cyclohexanediamine (0.085 mmol) are added. The tube is sealed and the reaction mixture is stirred for 22 h at 110 C. The reaction mixture is diluted with dichloromethane and dry loaded on silica gel to be purified by flash chromatography (hexane/EtOAc 10% to 30%) to give 1-(4-chloro-3-methylphenyl)-1H-pyrrolo[2,3-c]pyridine as a white solid (184 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodotoluene, and friends who are interested can also refer to it.

Reference:
Article; Stauffer, Frederic; Furet, Pascal; Floersheimer, Andreas; Lang, Marc; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 1860 – 1863;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-41-8,Some common heterocyclic compound, 116632-41-8, name is 2-Chloro-5-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.

Step 1 (0497) To a mixture of 3-(R)-1-aminoethyl)benzonitrile (750 mg), 1-chloro-4-iodo-2-methylbenzene (1.94 g), L-proline (177 mg) and copper (I) iodide (147 mg) and dimethylsulfoxide (4 mL) was added potassium carbonate (1.42 g), and the mixture was stirred at an external temperature of 110 C. for 23 hours. The mixture was cooled to room temperature. After the mixture was diluted with ethyl acetate, the resulting mixture was washed with water and brine successively, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: 5%-35% ethyl acetate/hexane, gradient elution) to give 3-[(R)-1-(4-chloro-3-methylphenylamino)ethyl]benzonitrile (502 mg).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-41-8, 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. 116632-41-8 name is 2-Chloro-5-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.

General procedure: In a Schlenk tube are added 6-azaindole (0.846 mmol), potassium phosphate (1.78 mmol) and CuI(0.042 mmol). The tube is twice evacuated and back-filled with Ar. Toluene (1 ml), 2-chloro-5-iodotoluene (0.846 mmol) and (trans)-N,N’-dimethyl-1,2-cyclohexanediamine (0.085 mmol) are added. The tube is sealed and the reaction mixture is stirred for 22 h at 110 C. The reaction mixture is diluted with dichloromethane and dry loaded on silica gel to be purified by flash chromatography (hexane/EtOAc 10% to 30%) to give 1-(4-chloro-3-methylphenyl)-1H-pyrrolo[2,3-c]pyridine as a white solid (184 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodotoluene, and friends who are interested can also refer to it.

116632-41-8, name is 2-Chloro-5-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. SDS of cas: 116632-41-8

To a mixture of 2-chloro-5-iodotoluene (4.07 g, 16.12 mmol), iV-bromosuccinimide (3.16 g, 17.73 mmol) in dichloromethane (258 mL) and water (258 mL) was added 2,2′- azodiisobutyronitrile (0.132 g, 0.81 mmol). The reaction mixture was irradiated with a halogen sun lamp (150 watt) for 2 h and then cooled to room temperature. The two-phase reaction mixture was separated, and the aqueous layer was extracted with dichloromethane (50 mL). The combined organic layers were washed with water (2 x 150 mL), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound as an orange oil (5.20 g).1H NMR (CDCl3): 57.76 (d, 1H), 7.58 (d, 1H), 7.11 (d, 1H), 4.49 (s, 2H).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/124092; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

116632-41-8, name is 2-Chloro-5-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. SDS of cas: 116632-41-8

Step A: NaOH (4M, 443.13uL, 4.00eq) was added to a solution of compound 51 (200.00mg, 443.13umol,1.00eq), 4-chloro-1-iodo-2-toluene (156.63mg, 620.38umol, 1.40eq), Pd(dppf)Cl2 (16.21mg, 22.16umol, 0.05eq) in 12mL2-methyltetrahydrofuran, the reaction solution was purged with nitrogen for three times, then stirred at 65C for 12 hours,gradually turned from yellow to black. 20mL water was added to the above solution, and the mixture was extracted threetimes with ethyl acetate (20mL*3). The organic phase was combined, washed with 20mL saturated brine, dried overanhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give a crude product,which was purified by silica gel column chromatography (400 mesh, PE_EA=1:0 to 20:1) to give the compound 73(170.00mg, 325.53umol, yield 73.46%, purity 90%).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Luoxin Biotechnology (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Stock Co., Ltd.; LU, Jianyu; DING, Charles Z.; HU, Lihong; HE, Huijun; CHEN, Shuhui; DONG, Jiaqiang; WANG, Tie-lin; (124 pag.)EP3434668; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 116632-41-8, name is 2-Chloro-5-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 116632-41-8, Product Details of 116632-41-8

Example 47A 2-(4-Chloro-3-methylphenyl)malononitrile A solution of malononitrile (1.79 mL, 28.4 mmol) in THF (6 mL) was added dropwise over 25 minutes to a vigorously stirred, ice-cooled suspension of NaH (60% dispersion in mineral oil, 1.70 g, 42.6 mmol) in THF (40 mL) under a nitrogen atmosphere. The resulting slurry was allowed to warm to room temperature. Meanwhile tris(dibenzylideneacetone)dipalladium(0) (167 mg, 0.182 mmol) and 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (151 mg, 0.36 mmol) were combined in THF (5 mL) and warmed to 60 C. for 10 minutes, then cooled to room temperature. This solution and 2-chloro-5-iodotoluene (3.66 g, 14.2 mmol) were added to the malononitrile solution with THF (40 mL) rinse, and the grey mixture was heated at reflux under nitrogen for 37 hours, then cooled to room temperature and concentrated under vacuum. Water (50 mL) was added to the residue and the mixture was extracted with CH2Cl2 (2*40 mL). The aqueous phase (pH ~10) was made acidic (pH ~3) by addition of 10% HCl (10 mL) and extracted again with CH2Cl2 (2*40 mL). The combined organic extract was concentrated and the residual red-brown oily residue was purified by flash chromatography (silica gel, eluted with hexanes-EtOAc, 90:10-70:30) to provide the title compound as a tan solid. 1H NMR (300 MHz, CDCl3) delta ppm 2.44 (s, 3H) 5.00 (s, 1H) 7.27 (dd, J=8.1, 2.4 Hz, 1H) 7.37 (d, J=2.4 Hz, 1H) 7.47 (d, J=8.1 Hz, 1H).

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, 2-Chloro-5-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; US2012/122888; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com