Category: 31599-61-8

Electric Literature of 31599-61-8,Some common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, molecular formula is C8H9I, 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.

General procedure: An appropriate phenylacetamide (0.12 mmol, 1 equiv), an appropriate iodo compound (0.48 mmol, 4 equiv), Pd(OAc)2 (2.7 mg, 10 mol%), and AgOAc (50 mg, 0.3 mmol, 2.5 equiv) in anhydrous toluene (3 mL) was heated at 110 C for 24 h under a nitrogen atmosphere. After the reaction period, the solvent was evaporated in vacuo to afford a crude reaction mixture. Purification of the crude reaction mixture by column chromatography furnished the corresponding arylated products 4a-q/7a-f (bis arylation products), 3o,r/6a,b/8e,f/9a,b (mono arylation products) (see corresponding Tables/Schemes for specific examples and reaction conditions).

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bisht, Narendra; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 72; 39; (2016); p. 5886 – 5897;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 31599-61-8 as follows. COA of Formula: C8H9I

General procedure: In the flame-dried Schlenk flask (50 mL), equipped with magnetic stirrer and inert gas inlet secondary phosphine oxide 18 (0.546 g, 0.003 mol) was dissolved in toluene (5 mL). Then, aryl iodide (3,4-dimethyliodobenzene (0.696 g, 0.426 mL, 0.003 mol) or 4-iodotoluene (0.655 g, 0.003 mol)) was added, followed by CuI (0.057 g, 0.300 mmol), alpha-phenylethylamine (0.073 g, 0.077 mL, 0.600 mmol) and K2CO3 (0.829 g, 0.006 mmol). The mixture was heated at reflux for 24 h, then cooled to room temperature. Saturated NH4Cl solution (15 mL) was then added and the mixture was extracted with CHCl3 (3¡Á40 mL). The organic phase was dried over MgSO4 and evaporated and the residue was purified by flash chromatography using CHCl3:MeOH 50:1 as eluent yielding 15b (0.808 g, 94%) as white solid or 15e (0.727 g, 89%) as pale yellow solid.

According to the analysis of related databases, 31599-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Stankevi?, Marek; Pisklak, Jolanta; W?odarczyk, Katarzyna; Tetrahedron; vol. 72; 6; (2016); p. 810 – 824;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. Formula: C8H9I

Example 21 – Synthesis of 6,13-Bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro- decyldiisopropylsilylethvnyl)-2-pentafluoroethylpentacene Synthesis of 1,2-Dimethyl-4-pentafluoroethylbenzeneInto a nitrogen purged, flame dried round bottom flask was added 4-iodo-o-xylene (15.0 g, 64.7 mmol), sodium pentafluoropropionic acid (16.8 g, 90.5 mmol), copper (I) iodide (12.3 g, 64.6 mmol) and 100 mL of anhydrous N-methylpyrrolidinone. The reaction mixture was heated at 170C for 16 hours, then cooled to room temperature, and run through a thick silica gel plug with hexane. The collected yellow liquids were then evaporated to dryness on a rotary evaporator, and the oil distilled at 60C (10 ‘ Torr) to collect the desired product (9.14 g, 63%) as a colorless liquid. Analysis of the product provided the following data: 1H NuMR (200 MHz, CDCl3) delta = 2.347 (s, 6H), 7.247 (d, J= 7.8 Hz, IH), 7.357 (s, IH), 7.401 (s, IH). 13C NuMR (50 MHz, CDCl3) delta = 19.810, 19.840, 124.013 (t, J= 6.1 Hz), 127.472 (t, J = 6.1 Hz), 130.158, 137.563, 141.205. GC-MS: m/z: 224 (Ci0H9F5).

The synthetic route of 31599-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; OUTRIDER TECHNOLOGIES; CLOUGH, Robert, Steven; ANTHONY, John, E.; FLYNN, Richard, M.; MOORE, George, G.I.; PAYNE, Marcia, M.; WO2010/138807; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. Product Details of 31599-61-8

Substrate 1 was arylated following the general arylation procedure A. Analysis of crude reaction mixture by XH NMR showed a > 20:1 ratio of mono- and diarylated products. After purification by column chromatography using toluene/EtOAc (30/1) as the eluent, Compound 2r was obtained as a white solid (47.0 mg, 87%). 1H NMR (600 MHz, CDC13) delta 8.44 (br s, 1H) , 7.83-7.80 (m, 2H) , 7.75-7.72 (m, 2H) , 6.97-6.96 (m, 2H) , 6.94-6.92 (m, 1H) , 5.31 (dd, sigma = 6.6 Hz, J2 = 10.2 Hz, 1H) , 3.58 (ABqd, J = 6.6 Hz, J2 = 14.4 Hz, 1H) , 3.48 (ABqd, Jj. = 10.2 Hz, J2 = 14.4 Hz, 1H) , 2.14 (s, 3H) , 2.11 (s, 3H) ; 13C NMR (150 MHz, CDC13) 5168.1, 166.7, 137.2, 135.7, 134.6, 132.7, 131.2, 130.13, 130.09, 126.1, 123.8, 56.6, 34.9, 19.5, 19.3; HRMS (ESI-TOF) Calcd for C26HIBF7N203 [M+H] + : 539.1200; found: 539.1195. Large scale reaction: Substrate Compound 1 (15 mmol, 6.51 g) , Pd(TFA)2 (1.5 mmol, 0.50 g) , and Ag2C03 (22.5 mmol, 6.12 g) were weighed in air and placed in a round-bottom flask (100 inL) with a magnetic stir bar. 4-Iodo-o-xylene (22.5 mmol, 5.22 g), 2-picoline (3.0 mmol, 0.28 g) , TFA (3.0 mmol, 0.34 g) , and DCE (50 mL) were added. The pressure vessel was sealed. The reaction mixture was first stirred at room temperature for 10 minutes and then heated to 100 C. Upon completion, the reaction mixture was purified by a silica gel-packed flash chromatography column, and Compound 2r was obtained in 79% yield (6.38 g) .

The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; WO2015/131100; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. COA of Formula: C8H9I

Charged 1-iodo-3,4-dimethylbenzene (10.0 grams, 43.09 mmol, MW: 232.06), di(ethylene glycol) monohexylether (16.39 grams, 86.18 mmol, MW: 190.28), cesium carbonate, (21.23 grams, 64.60 mmol, MW: 328.5), 1,10-phenathroline (1.55 grams, 4.58 mmol, MW: 180.21), copper (1) iodide (0.447 grams, 2.29 mmol, MW: 195.01) and 50 milliliters of dry xylene in 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at 140 C. for 24 hours under nitrogen. The resulting suspension was cooled to room temperature and filtered through celite and alumina. The low boiling (xylene) component removed by rotary evaporator and high boiling component by air bath oven at 180 C. under high vacuum. The residue was purified by flask chromatography on silica gel with hexane. The final yellow product was yielded 7.6 grams (60%). The product 13C NMR analysis suggests the formation of aryl ether product. 13C NMR (CDCl3): 157.42, 137.68, 130.34, 128.57, 116.37, 111.50, 71.64, 70.87, 70.15, 69.88, 67.46, 31.75, 29.68, 25.84, 22.66, 20.06, 18.79, 14.08.

The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ExxonMobil Research and Engineering Company; Patil, Abhimanyu O.; Bodige, Satish; (23 pag.)US2017/137735; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 31599-61-8

General procedure: Under an ambient atmosphere, Pd(PPh3)4 (116 mg, 5 mol%), K2CO3 (552 mg, 4.0 mmol), and the corresponding aryl iodide (2.0 mmol) were suspended in MeOH (5 mL) and toluene (5 mL) in a 25 mL flask. Dimethyl (1-diazo-2-oxopropyl)phosphonate (499 mg, 1.3 equiv) was then added, and the resulting solution was stirred at r.t. for 5 h. The mixture was filtered through a short pad of silica gel eluting with EtOAc and the filtrate was evaporated in vacuo to remove the volatile materials. The crude residue was purified by column chromatography (silica gel, EtOAc-PE, 1:1) to afford the respective final product 3; yield: 50-90%.

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, 31599-61-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Chenggui; Ye, Fei; Wu, Guojiao; Xu, Shuai; Deng, Guisheng; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 48; 5; (2016); p. 751 – 760;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com