Category: 29289-13-2

Electric Literature of 29289-13-2, These common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, 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.

General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 × 5 mL) and Et2O (2 × 5 mL) and reused in the next run. The organic layer was washed with water (2 × 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, 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 29289-13-2

General procedure: A mixture of 2-iodoaniline (0.5 mmol), isothiocyanate (0.6 mmol), CuO nanoparticles (0.05 mmol), and Cs2CO3 (1.5 mmol) in PEG-400 (3mL) was stirred at 80C for 8h (Scheme 1). After the reaction, the reaction mixture was centrifuged and catalyst was separated from the reaction mixture and then followed by washing with ethyl acetate and acetone, dried in vacuo and used directly for further catalytic reactions. The cooled solution was partitioned between ethyl acetate and water, and the organic layer was washed with water and brine, and then dried over Na2SO4. After the removal of the solvent in vacuo, the residue was purified by silica-gel chromatography to give the desired N-substituted-2-aminobenzothiazoles. All the compounds were characterized by comparison with authentic samples [41].

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

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 29289-13-2 as follows. Quality Control of 2-Iodo-4-methylaniline

General procedure: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol),CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 ¡Á 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1-S13).

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Lei; Zhu, Ning; Gao, Min; Zhao, Xiaole; Han, Limin; Hong, Hailong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 5; (2016); p. 699 – 701;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 29289-13-2, A common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, molecular formula is C7H8IN, 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.

General procedure: A mixture of 2-iodoaniline 1 (0.5 mmol) and Pd(OAc)2 (5.6 mg, 0.025 mmol, 5.0 mol%) in CH3CN (3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. Followed by the addition of ethyl acrylate 2a (100 mg, 1.0 mmol, 2.0 equiv) and triethylamine (101 mg, 1.0 mmol, 2.0 equiv), the mixture was stirred at 100 C until the reaction was finished. Then the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 5:1 to 2:1) afforded the corresponding alkenylanilines 3.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Xia; Zhou, Xiao-Yu; Wang, Liang-Guang; Synthetic Communications; vol. 47; 22; (2017); p. 2096 – 2102;,
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. 29289-13-2, name is 2-Iodo-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8IN

To the reaction tube was added 0.50 mmol (0.1435 g) of 2-iodo-4- (trifluoromethyl) aniline, 0.25 mmol (0.0600 g) of sodium hexahydrate, and then 2 mL of N, N-dimethylformamide and 1.50 mmo 1 (0.1142 g) of carbon disulfide, the reaction was stirred at 110 C for 12 hours. After TLC was tested, the reaction was complete. The reaction mixture was extracted with methylene chloride three times. The organic phases were combined and dried over anhydrous magnesium sulfate for 2 hours. The desiccant was removed by filtration and the residue was evaporated under reduced pressure to remove the dichloromethane solvent To obtain a crude product. The crude product was subjected to column chromatography (200-300 mesh silica gel) eluting with petroleum ether and ethyl acetate (8: 1-2: 1) to give purity of more than 99% Of a white powder of 6-trifluoromethyl-2-mercaptobenzothiazole in a yield of 45.4%

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; Inner Mongolia University of Technology; Zhu, Ning; Qin, weijing; Hong, HaiLong; Han, LiMing; Jie, ruijun; (8 pag.)CN104098529; (2016); B;,
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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Iodo-4-methylaniline

General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 ¡Á 5 mL) and Et2O (2 ¡Á 5 mL) and reused in the next run. The organic layer was washed with water (2 ¡Á 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.

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 29289-13-2.

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 29289-13-2, These common heterocyclic compound, 29289-13-2, name is 2-Iodo-4-methylaniline, 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.

General procedure: A mixture of 2-iodoaniline 1 (0.50 mmol) and Pd/C (10 wt% palladium on activated carbon paste and 50% moisture, 10 wt% wet Pd/C based on starting material 1) in 1,4-dioxane (3 mL) was added into a Schlenk flask (25 mL) and stirred at r.t. Ethyl acrylate (100 mg, 1.0 mmol, 2.0 equiv) and Et3N (101 mg, 1.0 mmol, 2.0 equiv) were added and the mixture was stirred at 100 C until the reaction was complete. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography.

The synthetic route of 29289-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Synthesis; vol. 49; 24; (2017); p. 5364 – 5370;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 29289-13-2, 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. 29289-13-2, name is 2-Iodo-4-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 1-bromo-2-iodo-4-methylbenzene To a mixture of 2-iodo-4-methylaniline (50 g, 214.55 mmol) in HOAc (250 mL), H2SO4 (10 mL), and H2O (40 mL) was added a solution of NaNO2 (14.5 g) in H2O (80 mL) at 0 C. The solution was stirred for 1.5 h. This was defined as mixture A. In another round bottom flask, a mixture of NaBr (107 g), CuSO4 (32.2 g), Cu (38.9 g), H2SO4 (39 mL), and H2O (25 mL) was refluxed for 1.5 h. To this mixture was added mixture A, and the solution was then refluxed for 3 h. The solution was treated with water and extracted with EA (500 mL*3). The combined organic layers were washed with brine, dried over Na2SO4, and then concentrated in vacuo. Purification by column chromatography over silica gel eluted with PE afforded the product as colorless oil (43 g, yield 68%). 1H NMR (300 MHz, CDCl3): delta 7.69 (m, 1H), 7.47 (d, J=8.1 Hz, 1H), 7.00 (m, 1H), 2.26 (s, 3H) ppm.

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

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 29289-13-2, 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. 29289-13-2, name is 2-Iodo-4-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 ¡Á 5 mL) and Et2O (2 ¡Á 5 mL) and reused in the next run. The organic layer was washed with water (2 ¡Á 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.

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

Reference:
Article; Xiao, Ruian; Hao, Wenyan; Ai, Jinting; Cai, Ming-Zhong; Journal of Organometallic Chemistry; vol. 705; (2012); p. 44 – 50;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 29289-13-2, The chemical industry reduces the impact on the environment during synthesis 29289-13-2, name is 2-Iodo-4-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: General procedure for the synthesis of N-Boc Indoles: (Step 1) A mixture of o-iodoaniline (10 mmol), CuI (19.5 mg, 0.1 mmol, 1.0 mol%) and Pd(PPh3)2Cl2 (140.4 mg, 0.2 mmol, 2.0 mol%) in dry NEt3 (20 mL) was added into a three-neck flask (50 mL) and stirred at room temperature in nitrogen atmosphere. Followed by dropwise addition of alkyne (12.0 mmol, 1.2 equiv) and the mixture was stirred at room temperature (rt) until complete disappearance of the o-iodoaniline (TLC monitoring). Then saturated NH4Cl solution was added and the mixture was stirred for another 30 minutes. The mixture was extracted with dichloromethane (30 mL¡Á3) and the organic layer was washed with brine solution, dried over anhydrous Na2SO4, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography. (Step 2) The purified product of Step 1 and PdCl2 (5.0 mol%) in CH3CN (25 mL) was heated at 85 C in a round-bottom (50 mL) under nitrogen atmosphere until complete disappearance of the starting material (TLC monitoring). The mixture was allowed reach to rt, the solvent was evaporated under reduced pressure and the residue was purified with by column chromatography. (Step 3) The product of Step 2 and (Boc)2O (1.1 equiv) in dry CH3CN (20 mL) was (50 mL) was stirred at room temperature in a round-bottom (50 mL). Then 4-(N,N-dimethylamino)pyridine (3.0 mol%) was added and the mixture was stirred at room temperature until complete disappearance of the starting material (TLC monitoring). Then the solvent was evaporated under reduced pressure and the residue 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, 2-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhou, Xiao-Yu; Chen, Xia; Wang, Liang-Guang; Yang, Dan; Li, Zhi; Synthesis; vol. 49; 16; (2017); p. 3662 – 3669;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com