Category: 135050-44-1

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. 135050-44-1, name is 3-Chloro-4-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 135050-44-1

EXAMPLE 24 (3-Chloro-4-iodo-phenyl)-carbamic acid tert-butyl ester To a solution of 3-chloro4-iodoaniline (20.2 g) in tetrahydrofuran (200 ml) was added di-tert-butyl dicarbonate (39 g) and N,N-diisopropylethylamine (30.9 g). The mixture was heated to reflux for approximately 24 hours, cooled and the solvent removed by evaporation in vacuo. The resulting residue was dissolved in ethyl acetate (450 ml), washed twice with of 5% aqueous hydrochloric acid, once with saturated aqueous sodium bicarbonate, once with water, once with saturated sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was removed by evaporation in vacuo, and trituration of the product with hexanes gave the product as a crystalline solid. MS (-ES) m/z: 352 (M-H)-. Additional purification was accomplished by recrystallization from hot hexanes.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US5932745; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, 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. 135050-44-1, name is 3-Chloro-4-iodoaniline, A new synthetic method of this compound is introduced below.

A few boiling chips were added to a mixture of 3-chloro-4-iodo-phenylamine (260.0 g, 1.027 mol) and 2-ethoxymethylene-malonic acid diethyl ester (244.2 g, 1.130 mol) in an open 2-L round-bottomed flask. The mixture was heated at 120D for Ih, the evolved ethanol being EPO allowed to escape. The warmed product is used directly in next step (41O g, yield 94.5%). (The anilinoacrylate can be recrystallized from petroleum ether as slender white needles.). 1H NMR DMSO (5(400 MHz , ppm): 10.55 (d, J=14.0Hz, IH), 8.29 (d, J=13.6Hz, IH, Ar-H), 7.83 (d, J=8.8Hz, IH, Ar-H), 7.67 (d, J=2.4Hz, IH, Ar-H), 7.10 (dd, J=8.4, 2.4Hz, IH), 4.17 (q, J=7.2Hz, 2H), 4.09 (q, J=7.2Hz, 2H), 1.23 (d, J=7.2Hz, 3H), 1.19 (d, J=7.2Hz, 3H). LC/MS (ESI) m/e (M++H): 424.0, 426.0.

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; MERCK & CO., INC.; WO2008/51272; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, 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 135050-44-1 as follows.

Step 1) N- (3-chloro-4-iodophenyl) methanesulfonamide To a solution of 3-chloro-4-iodoaniline (2.53 g, 10 mmol) in dichloromethane (20 mL) was added pyridine (0.87 g, 11 mmol) , followed by methylsulfonyl chloride (1.26 g, 11 mmol) at 0 . After the addition, the mixture was stirred at 0 for 2 hours. The reaction was quenched with water (20 mL) . The resulting mixture was extracted with DCM (150 mL) . The organic layer was washed with saturated aqueous NaCl (50 mL) and dried over anhydrous Na2SO4and concentrated in vacuo to give N- (3-chloro-4-iodophenyl) methanesulfonamide as a gray solid (3.0 g, 91) . MS (ESI, pos. ion) m/z: 331.8 [M+H]+.

According to the analysis of related databases, 3-Chloro-4-iodoaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; XIE, Hongming; WU, Xiwei; REN, Qingyun; ZHANG, Jiancun; (236 pag.)WO2015/197028; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, The chemical industry reduces the impact on the environment during synthesis 135050-44-1, name is 3-Chloro-4-iodoaniline, I believe this compound will play a more active role in future production and life.

Example 55: N-(5-Chloro-2-( (E)-3-f3-( 4-fluoro-benzvl)-3,8-diaza-bicvclof3.2.110ct-8-vll-3-oxo- propenyl(at)-4-pyrazin-2-yl-phenyl)-acetamide; a) 3-Chloro-4-pvrazin-2-vl-phenylamine; 3-Chloro-4-iodo aniline (0. 349 g; 1.375 mmol ), 2- (tri-n-butylstannyl)pyrazine and (1.015 g; 2.75 mmol) PdC12(PPh3)2 (0.193 g; 0.16 mmol) are dissolved in xylene (5 ml) and refluxed for 2.5 h. The reaction mixture is taken up in TBME and extracted with 2N HCI three times. The combined HC-phases are poured on a saturated solution of saturated Na2C03 and extracted with TBME three times. The combined organic phases are dried over Na2S04, filtered and evaporated to dryness and purified via chromatography (Si02, acetone/hexanes 1/3) to yield the desired product as yellow crystals (162 mg; 57 %). 1 H-NMR (400MHz; DMSO-d6), No. (ppm) : 5.78 (s, 2H) ; 6.62 (dd, 1 H); 6.70 (d, 1H) ; 7.34 (d, 1H) ; 8.50 (d, 1 H); 8.63 (m, 1 H); 9.48 (s, 1 H). MS (m/z) ES+: 206 (MH+).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-4-iodoaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, A common compound: 135050-44-1, name is 3-Chloro-4-iodoaniline, 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.

2-Ethynylpyridine (0.57 mL, 5.6 mmol), 4-iodo-3-chloroaniline (1.01 g, 4.0 mmol), PdCl2(PPh3)2 (281 mg, 0.4 mmol), copper (I) iodide (152 mg, 0.8 mmol), trimethylamine (5.6 mL, 40 mmol) and DMF (4.5 mL) were added to a vial with a stirbar and the mixture was sparged with Argon. The reaction mixture was heated in a 90 C heating block for 45 min then cooled to ambient temperature. The mixture was partitioned between water and ethyl acetate, and the organic layer was washed with brine, dried over Na2S04, filtered and evaporated under reduced pressure. The crude product was purified by gradient flash column chromatography from 0 – 100% EtOAc in hexanes to yield 660 mg (72%) of 3-chloro-4-(pyridin-2-ylethynyl)aniline (12) as a yellow solid. 1H MR (400 MHz, CDC13) delta 8.61 (s, 1H), 7.69 (t, J= 7.7 Hz, 1H), 7.54 (d, J= 7.8 Hz, 1H), 7.41 (d, J= 8.4 Hz, 1H), 7.26 – 7.21 (m, 1H), 6.72 (s, 1H), 6.53 (d, J= 8.4 Hz, 1H), 3.95 (br s, 2H).

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, 3-Chloro-4-iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; UNIVERSITAeT BREMEN; PETRASSI, Hank Michael James; PERAM SURAKATTULA, Murali Mohan Reddy; MAEDLER, Kathrin; ARDESTANI, Amin; ROLAND, Jason T.; BAGULEY, Tyler D.; TREMBLAY, Matthew S.; SHEN, Weijun; SCHULTZ, Peter G.; CHATTERJEE, Arnab K.; (155 pag.)WO2016/210345; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com