Category: iodides-buliding-blocks

624-76-0, The chemical industry reduces the impact on the environment during synthesis 624-76-0, name is 2-Iodoethanol, I believe this compound will play a more active role in future production and life.

Compound 5 (1.41 g, 0.0043 mol) and potassium carbonate (1.78 g, 0.0129 mol) were added into a round bottom flask. The flask was made free of water and oxygen. The mixture was dissolved with DMF (60 ml). Then 2-iodo-ethanol (0.67 ml, 0.0086 mol) was slowly added dropwise. The reaction was raised to 50 C. and stirred. After completion of the reaction, the reaction was dissolved with ethyl acetate (250 ml), and then extracted with water (3¡Á60 ml) to remove DMF, and washed with saturated brine, dried with anhydrous magnesium sulfate, filtered, evaporated to dryness, and dried by pumping to provide a white solid 6 (1.475 g, 93.35%).

The chemical industry reduces the impact on the environment during synthesis 624-76-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; YANTAI UNIVERSITY; WANG, Hongbo; HONG, Xuechuan; ZHU, Xi; WANG, Pengyu; LV, Guangyao; FU, Jie; LUO, Huairong; ZHANG, Jianqiao; WEN, Meng; QU, Chunrong; ZHU, Jinmei; HU, Xianming; (7 pag.)US2016/102066; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 3058-39-7, name is 4-Iodobenzonitrile, molecular formula is C7H4IN, 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. 3058-39-7

To phenol (1.23 g, 13.10 mmol), copper(I) iodide (333 mg, 1.75 mmol), cesium carbonate (5.69 g, 17.47 mmol), 4-iodobenzonitrile (2.00 g, 8.73 mmol) and N,N-dimethylglycine hydrochloride (366 mg, 2.62 mmol) under nitrogen was added degassed 1,4-dioxane (10.0 mL). The whole mixture was heated at 90 C. for 88 hours. The cooled mixture was partitioned between ethyl acetate (100 mL) and water (100 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (2¡Á100 mL). The organic layers were combined and washed with brine (100 mL) and dried with Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography EtOAc/Hex (1:12?1:8) to give the pure product as a white solid (quantitative yield). 1H NMR (300 MHz, CDCL3) delta(ppm): 7.00 (2H, d, J=9.1 Hz), 7.06 (2H, d, J=7.6 Hz), 7.23 (1H, t, J=7.2Hz), 7.41 (2H, t, J=8.1 Hz), 7.59 (2H, d, J=9.1 Hz). 13C NMR (75 MHz, CDCL3) delta(ppm): 105.9, 118.0 (CH), 119.0, 120.5 (CH), 125.3 (CH), 130.4 (CH), 134.2 (CH), 154.9, 161.8. MS (FAB+): 196 (MH+). HRMS for C13H9NO (MH+): calculated: 196.0762; found 196.0780.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3058-39-7, its application will become more common.

Reference:
Patent; UNIVERSITY OF NOTRE DAME DU LAC; US2010/261673; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, 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. 624-76-0

General procedure: To a stirred solution of compound 42 (1.0 eq) and the corresponding alkyl iodide (1.0 eq) in THF (0.1 M) was added Et3N (2.0 eq) and themixture was stirred at room temperature for 20 h. The reaction mixture was purified by preparative HPLC (direct injection of reaction mixture) and the combined HPLC fractions were concentrated. The residue was dissolved in DCM and then washed with 2M aqueous NaOH, brine, dried over anhydrous Na2SO4 and then concentrated to give the product.

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 624-76-0.

Reference:
Article; Arns, Steve; Balgi, Aruna D.; Shimizu, Yoko; Pfeifer, Tom A.; Kumar, Nag; Shidmoossavee, Fahimeh S.; Sun, Sharon; Tai, Sheldon S.-H.; Agafitei, Olga; Jaquith, James B.; Bourque, Elyse; Niikura, Masahiro; Roberge, Michel; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 64 – 73;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., 82998-57-0

Step 1: To a solution of 3-iodo-4-methyl-benzoic acid (10.0 g, 38.2 mmol) in methanol (70 ml) is added concentrated sulfuric acid (0.5 ml). The reaction mixture is heated at 70C for 48 hours, cooled to room ambient temperature and then concentrated. After that, ethyl acetate (100 ml) and aqueous NaHCO3 (saturated, 100 ml) solution are added to the residue. The organic layer is separated and washed again with aqueous NaHCO3 (saturated, 100 ml) solution. The organic layer is separated, dried over anhydrous Na2SO4 and concentrated to yield 3-iodo-4-methyl-benzoic acid methyl ester 1. It is used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6) delta 8.31 (s, 1 H), 7.87 (d, 1 H, J = 8.4 Hz), 7.48 (d, 1 H, J = 8.4 Hz), 3.85 (s, 3 H), 3.35 (s, 3H); LC-MS m/z: 277.0 (M+1).

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; Novartis AG; DIERKS, Christine; WARMUTH, Markus; WU, Xu; (20 pag.)EP2162190; (2016); B1;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 82998-57-0

i) Production of 3-iodo-N,4-dimethylbenzamide 3-Iodo-4-methylbenzoic acid (9.84 g) was dissolved in THF (50 ml) and thionyl chloride (4 ml) and DMF (0.05 ml) were added. The mixture was heated under reflux for 3 hrs. The reaction mixture was concentrated under reduced pressure to give 3-iodo-4-methylbenzoyl chloride (10.18 g) as a brown powder.

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; Kusaka, Masami; EP1348706; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

624-76-0, name is 2-Iodoethanol, 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. 624-76-0

Preparation of tert-butyl(2-iodoethoxy)dimethylsilane After 2-iodoethanol (1.72 g, 10 mmol) was dissolved in dimethylformamide (8 mL), imidazole (0.817 g, 12 mmol) and tert-butyldimethylsilyl chloride (1.66 g, 11 mmol) were added thereto, and the mixture was stirred for 4 hours at 30 C. to 40 C. Water (50 mL) was added to the reaction solution, and the result was extracted with an ethyl acetate/normal-hexane=1/1 solution (100 mL). The organic layer was washed again with salt water (30 mL*3), dried with anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 2.85 g (90%) of a target compound. This compound was used as it was for the next reaction without purification.

Statistics shows that 624-76-0 is playing an increasingly important role. we look forward to future research findings about 2-Iodoethanol.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; US2014/249162; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 660-49-1, name is 3-Fluoro-5-iodoaniline, 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. 660-49-1

Dissolve 3-fluoro-5-iodoaniline (600mg, 2. 53MMOL) (prepared as described in published PCT International Application W096/23783 A1, published August 8,1996), METHANESULFONYL chloride (896mg, 7. 83MMOL), triethylamine (1. 91G, 18.9mmol), and N, N-dimethylamino-4-pyridine (31MG, 0. 253MMOL) in CH2CK (lOmL) and stir at room temperature overnight. Dilute with L. OON aqueous HC1 (20ML) and extract into ethyl acetate. Dry (MGS04) and concentrate organics to a yellow solid. Dissolve solid in THF (50ML) and add L. OM tetrabutylammonium fluoride (2.8mL). Heat to reflux for 3. 5h. Cool to room temperature, dilute with H20, and extract into ethyl acetate. Dry (MGS04) and concentrate organics. Chromatograph on silica gel (40g), eluting with 20% to 35% ethyl acetate/hexanes affords 618MG (78%) of the title compound as a white solid. MS (ES) 314 (M-H) ; HPLC shows 100% purity.

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 660-49-1.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/52847; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 624-75-9 name is 2-Iodoacetonitrile, 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. 624-75-9

benzoic acid (0.25 mmol, 30.6 mg), PhCH2CH2CH(Bpin) 2 (0.375 mmol, 139.8 mg) was added to a sealed tube.The reaction tube was replaced with a nitrogen atmosphere, and then 2 mL of tetrahydrofuran was added.The reaction tube was placed at -30 C under a nitrogen atmosphere.Add methyl lithium (0.625mmol, 1.6mol/L in Et2O), stir for 5min, then reverseIt should be placed in a pot at 100 C for 8 h. Subsequently, p-methoxybenzyl chloride (0.5 mmol, 78.3 mg) was added to the reaction tube under a nitrogen atmosphere, and the reaction was continued at 100 C for 6 h. At the end of the reaction, water and ethyl acetate were added for extraction, and the product was obtained by column chromatography to give a yield of 90%.

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

Reference:
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute Suzhou Institute; Liu Chao; Sun Wei; Wang Lu; (61 pag.)CN108373398; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19094-56-5, Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 19094-56-5.

1. Synthetic routeWherein, the condition (b) is (COCl)2, CH2Cl2, DMF/Pyr, CH3OH, 2 to 3 h, r.t.2, the synthesis step(1) The compound B (B1,B2,B3) of the compound of Example 1 after purification (1 g, 3.16 mmol, 3.16 mmol, 3.54 mmol) was weighed under nitrogen, after adding 20 mL of ultra-dry anhydrous dichloromethane (DCM) and stirring to dissolve completely, add three times the amount of oxalyl chloride (9.48 mmol, 9.48 mmol, 10.62 mmol) and stir for 20-30 min; (2) Under nitrogen protection, 0.1 mL of anhydrous grade N,N-dimethylformamide (DMF) was added. After reacting for 1 h at room temperature, The reaction activated product is vacuum dried, And minimize external air entering the reaction device during operation; Use nitrogen as a shielding gas and add ultra-dry dichloromethane solvent. After stirring and dissolved at room temperature, Add twice the amount of anhydrous pyridine (6.32 mmol, 6.32 mmol, 7.08 mmol), The reaction was stirred for 30 min; finally, twice the amount of ultra-dry methanol (6.32 mmol, 6.32 mmol, 7.08 mmol) was added under a nitrogen atmosphere at room temperature. The reaction was stirred for 3 h or more; the reaction end point was detected by TLC [developing agent: V (petroleum ether)/V (ethyl acetate) = 20/1];(3) After the reaction is completed, it is extracted by washing with ethyl acetate. And dried over anhydrous MgSO4, filtered and concentrated. The crude product of the intermediate C(C1,C2,C3) was obtained, purified by silica gel column chromatography [eluent: V ( petroleum ether) / V (ethyl acetate) = 50/1] obtaining the compound intermediate C (C1,C2,C3), colorless oily liquid with yields of 72%, 58% and 63%, respectively.

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-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong University of Technology; Zhao Suqing; Zhang Bingjie; Feng Dongyan; Zhong Yingying; Huang Jinqu; Wu Ke; Ling Huaying; Tan Qiting; Chen Yanting; Zhao Jiawei; Ma Zhuolin; Jiang Zhengyun; Yang Yang; Zhu Qiuyan; Hong Weiqian; (37 pag.)CN110143869; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common compound: 660-49-1, name is 3-Fluoro-5-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. 660-49-1

3-Iodo-5-fluoro-1-nitrobenzene (5.2 g; 19.48 mmol) is dissolved in a 4/3 water/tetrahydrofuran mixture. Powdered iron (8.7 g; 156 mmol), followed by acetic acid (4.5 ml) are added at room temperature and the suspension formed is stirred overnight at 40 C. The reaction mixture is filtered over diatomaceous earth and poured on to water. The mixture is extracted with ethyl acetate and the combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexane/ethyl acetate (3/1). The pure fractions are combined and the solvent is evaporated off. The residue is diluted with methylene chloride (30 ml), and pyridine (4,0 ml; 49.5 mmol) and trifluoroacetic anhydride (3.44 ml; 24.7 mmol) are added and the mixture is stirred for one hour at room temperature. The reaction solution is poured on to aqueous hydrochloric acid (1 M; 50 ml) and the mixture is extracted twice with ethyl acetate (50 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated. The residue is chromatographed over silica gel with n-hexanelethyl acetate (9/1). The pure fractions are combined and the solvent is evaporated off. [00367] Yield: 5.40 g (98%) as a white solid. [00368] MS: 333 (M)

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, 660-49-1, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com