Month: July 2021

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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl-3-iodobenzoate

To a solution of {l-{[(l,l-dimethylethyl)oxy]carbonyl}-5-[(phenylmethyl)oxy]-lH- indol-2-yl}boronic acid (1.13 g, 3.08 mmol), ethyl-3-iodobenzoate (0.34 mL, 2 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.126 g, 0.11 mmol), in 1,2- dimethoxyethane (35 mL) was added sodium carbonate (2 M) (4 mL, 8 mmol). The stirred reaction mixture was heated at reflux for 4 h under a nitrogen atmosphere. The reaction mixture was allowed to cool at room temperature and partitioned between water and ethyl acetate. The organic phase was separated, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give an oil. The crude product was purified by flash chromatography over silica with a hexanes: ethyl acetate gradient (100:0 to 70:30) to give an oil. The oil was dissolved in dichloromethane and the solution was concentrated to give the product. The product was dissolved in ethyl acetate and one-half of the solution was concentrated to give 0.42 g of 1,1- dimethylethyl 2- {3-[(ethyloxy)carbonyl]phenyl} -5-[(phenylmethyl)oxy]- lH-indole- 1 – carboxylate for a total yield of 0.84 g (89%). 1U NMR (400 MHz, DMSO-J6): delta 7.99 (d, J = 9 Hz, IH), 7.95 (m, 2H), 7.75 (d, J = 8 Hz, IH), 7.58 (t, J = 8 Hz, IH), 7.45 (m, 2H), 7.37 (m, 2H), 7.31 (m, IH), 7.21 (d, J = 3 Hz, IH), 7.03 (dd, J = 9, 3 Hz, IH), 6.72 (s, IH), 5.13 (s, 2H), 4.32 (q, J = 7 Hz, 2H), 1.30 (t, J = 7 Hz, 3H), 1.23 (s, 9H). ES-LCMS m/z 494 (M + Na)+.

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; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
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 181765-86-6 as follows. SDS of cas: 181765-86-6

phenanthrene-9-boronic acid (2.22 g, 10 mmol), methyl 5-bromo-2-iodobenzoate (3.41 g, 10 mmol), Pd (PPh3) 4 (0 · 21 g, 0 · 18 mmol), K2C03 solution were added to the reactor. (2 · 76g, 20mmol), deionized water 5mL, toluene 13mL, tetrahydrofuran 130mL, stirred and refluxed for 12h, after the reaction was terminated, the organic layer was separated, distilled under reduced pressure, purified by silica gel column and dried to give intermediate 7-1 ( 2.86g, 73%)

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (19 pag.)CN108774178; (2018); A;,
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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H3BrINO2

(1) Take 21.2g (100mmol) of 1-dibenzothiophene boronic acid,32.6g (100mmol) of 2-iodo-5-bromonitrobenzene,(1%) Pd (PPh3) 4,40g (300mmol) sodium carbonate,Toluene (800mL),Ethanol (200 mL) and water (200 mL),Heated to reflux, reacted for 8h, the reaction was completed;The reaction solution was extracted with ethyl acetate, and the organic phase was concentrated.A yellow solid A was obtained;

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yantai Xianhua Chemical Technology Co., Ltd.; Xing Qifeng; Feng Peichuan; Chen Yue; Hu Lingfeng; Chen Yili; (28 pag.)CN110698458; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

88-67-5, name is 2-Iodobenzoic acid, 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. Quality Control of 2-Iodobenzoic acid

General procedure: In a four-necked flask equipped with a thermometer and a stirrer, after dissolving 13.9 g of o-fluorobenzoic acid in 69.5 g of sulfuric acid and 55.6 g of DCM, 4.5 g of sodium iodate and 13.0 g of iodine were added to the reaction solution, and stirring was started to control the reaction. The temperature is 25-30 C, the reaction is kept for 1 h, and a purple solid is precipitated in the reaction liquid. After the reaction of the raw material is completed, the reaction solution is poured into a cold aqueous solution of sodium thiosulfate to be quenched, the reaction solution is spun and filtered, and 41.7 ml is used. Recrystallization of methanol gave 20 g of 2-fluoro-5-iodobenzoic acid. The yield was 75.8% and the purity was 99.0%.

The synthetic route of 88-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Keyao Pharmaceutical Technology Co., Ltd.; Ren Chuan; Zhou Junming; (7 pag.)CN110078613; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 41252-96-4, name is 2-Chloro-1-iodo-4-nitrobenzene, molecular formula is C6H3ClINO2, 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. Quality Control of 2-Chloro-1-iodo-4-nitrobenzene

The 4-amino-2-chlorophenyl 2-pyridyl ketone used as a starting material was obtained as follows: n-Butyl lithium (1.6M in hexane, 12.5 ml) was added dropwise to a stirred solution of 3-chloro-4-iodonitrobenzene (5.6 g) in THF (150 ml) which had been cooled to -100 C. The mixture was stirred at -100 C. for 20 minutes. A solution of pyridine-2-carboxaldehyde (2.0 g) in THF (20 ml) was added. The mixture was allowed to warm to ambient temperature and was stirred for 16 hours. The mixture was partitioned between diethyl ether and a saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of methylene chloride and ethyl acetate as eluent. There was thus obtained 1-(2-chloro-4-nitrophenyl)-1-(2-pyridyl)methanol (2.3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41252-96-4, its application will become more common.

Reference:
Patent; Zeneca Limited; US5821246; (1998); 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. 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrI

Example 121, Step a-bPdCl2(Ph3P)2 (257 mg, 0.367 mmol) was added to a dioxane (45 mL) solution of l-bromo-4-iodo-2-methylbenzene (3.01 g, 10.13 mmol) and tri-«-butyl(l- ethoxyvinyl)stannane (3.826 g, 10.59 mmol) and heated at 80 0C for ~17 hours. The reaction mixture was treated with water (15 mL), cooled to ~0 0C (ice/water), and then NBS (1.839 g, 10.3 mmol) was added in batches over 7 minutes. After about 25 minutes of stirring, the volatile component was removed in vacuo, and the residue was partitioned between CH2Cl2 and water. The aqueous layer was extracted with CH2Cl2, and the combined organic phase was dried (MgSO4), filtered, and concentrated in vacuo. The resulting crude material was purified by a gravity chromatography (silica gel; 4% ethyl acetate/hexanes)to provide bromide 121a as a brownish-yellow solid (2.699 g); the sample is impure and contains stannane-derived impurities, among others. 1H NMR (CDCl3, delta = 7.24, 400 MHz): 7.83 (s, IH), 7.63 (s, 2H), 4.30 (s, 2H), 2.46 (s, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; WO2009/102318; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 54413-93-3, 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. 54413-93-3 name is 2-Iodo-5-methoxybenzoic acid, 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.

2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml) followed by the addition of 1H-1,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 40°C and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature ofthe reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes. Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acid monohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers are dried over MgSO4, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H- 1 ,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically Ni-linked triazolo-derivative); tR [mm] = 0.60; [M+H] = 220.21.

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

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); A1;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,1,1-Trifluoro-3-iodopropane

At room temperature, 190 g (1.4 mol) of potassium carbonate was weighed into 3 L of a three-necked flask and 500 g of DMF was added,100 g (0.7 mol) of compound 16 was added and stirring was started,20-25 C was added dropwise with 205 g (0.916 mol) of trifluoroproponium chloride, After the addition of stirring for 4.5h, the TLC reaction was completed. Add 1.6kg of methanol, stir for 30min,Suction filter. The filter cake was washed twice with methanol twice. Decompression steamed filtrate to no liquid,To the residue was added 1.5 kg of water, and 1N hydrochloric acid solution was added thereto to adjust the pH to 7,Ice bath 0 ~ 3 stirring 3h, filter, 45 drying to get 137g product, the yield of 81.8%Purity HPLC: 98.5%.

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 460-37-7.

Reference:
Patent; Beijing Guangbo Desai Pharmaceutical Technology Development Co., Ltd.; Yitai (Beijing) Pharmatech Co., Ltd.; Wu, Yuan; Tian, Hua; (14 pag.)CN106008633; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 64248-58-4,Some common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, molecular formula is C6H3F2I, 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 Schlenk flask equipped with asepta and a magnetic stir bar wasfilled with aryl halide (3.0 mmol), alkene (3.2 mmol), K2CO3(3.5 mmol) and PdLn-beta-CD 3 mol% catalyst in water (5 mL pure orplain). The reaction was refluxed for the appropriate time underaerobic conditions. After completion of the reaction was confirmedby TLC, the reaction mixturewas cooled to room temperature.The solvent was removed by rotary evaporator and extraction of theproduct was carried out using ethyl acetate. The ethyl acetate fractionwas separated and dried over anhydrous sodium sulphate. Theresulting crude product was purified using flash column chromatographyof silica gel 60-120mesh with n-hexane/ethyl acetate (8:2ratio) as the eluent and afforded the pure desired product. After extractionof product, catalyst was simply reprecipitated from theaqueous layer by the addition of 10 mL of acetone. The recoveredcatalyst was filtered, washed with acetone (3 × 5 mL) and dried ina vacuum at 70 C for 5 h and reused.

The synthetic route of 64248-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dindulkar, Someshwar D.; Jeong, Daham; Kim, Hwanhee; Jung, Seunho; Carbohydrate Research; vol. 430; (2016); p. 85 – 94;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 645-00-1, name is 1-Iodo-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Iodo-3-nitrobenzene

General procedure: Under air atmosphere, around-bottomed flask was charged with an aryl halide (1.0mmol), a terminal alkyne (1.0mmol), a base (1.0mmol), and the catalyst 2 (1mol%). The mixture was stirred at room temperature for 3h under aerobic conditions. After completion of the reaction, the mixture was filtered to recover the catalyst. The polymer was washed with water, methanol, and acetonitrile, vacuum-dried, and stored for a new run. After GC analysis, the solvent was removed under vacuum, and the crude product was subjected to silica gel column chromatography using CHCl3-CH3OH (97:3) as eluent to afford the pure product.

The synthetic route of 645-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bakherad, Mohammad; Keivanloo, Ali; Samangooei, Shahrzad; Omidian, Mina; Journal of Organometallic Chemistry; vol. 740; (2013); p. 78 – 82;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com