Month: July 2021

Electric Literature of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

Take a 50mL bottle,Add 2 mL of 2,3,3-trimethylhydrazine (6.22 mmol),1.46 mL 2-iodoethanol (9.33 mmol),And adding 20mL of CHCl3 as a solvent, under nitrogen protection,The reaction was carried out at 70 C for 48 h, cooled to room temperature and concentrated.A purple oil was obtained which was recrystallized twice from petroleum ether to give a purple solid.The yield was 70%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodoethanol, its application will become more common.

Reference:
Patent; Jiangxi Science and Technology Normal University; Gao Fei; Shen Liang; Xu Dongdong; Zhong Jiang; Cao Zhiyuan; (8 pag.)CN108864155; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic 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 391211-97-5, COA of Formula: C13H7F3INO2

A solution of 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]benzoic acid (201 mg, 0.512 mmol), prepared using procedures similar to those described in US 7,019,033, 3-(2- aminopyrimidin-4-yl)azetidin-3-ol (87 mg, 0.52 mmol), benzotriazol-1-yl-oxy- tris(pyrrolidino)phosphonium hexafluorophosphate (293 mg, 0.563 mmol) and MN-diisopropylethylamine (270 uL, 2.82 mmol) in N,jV-dimethylformamide (2 mL) was stirred at room temperature for 2Oh. The mixture was partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was separated and washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated in vacuo. The residue was purified by reverse phase HPLC to afford the title compound 3-(2-aminopyrimidin-4-yl)-l-({3,4- difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)azetidin-3-ol (22 mg, 7%). 1H NMR (400 MHz, CD3OD): 8.23-8.20 (d, IH), 7.48-7.43 (d, IH), 7.35-7.32 (m, 2H), 7.09- 7.00 (m, IH), 6.88-6.84 (d, IH), 6.70-6.63 (t, IH), 4.59-4.54 (d, IH), 4.45-4.40 (d, IH), 4.23- 4.18 (d, IH), 3.04-3.99 (t, IH); MS (EI) for C20H15F3IN5O2: 542 (MH+).

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, 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2008/124085; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3 name is 1,2-Dichloro-4-iodobenzene, 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.

Example HI; Preparation of l -(3,4-dichlorophenyl)-bicvclo[3 1 0]hexan-2-amines and 1-C3.4- dichlorophenyl)-bicvclo[3 1 0]hexan-3 -amines using Reaction Schemes 1 and 2A. Synthesis of 3-(3,4-diehlorophenyl)prop-2-vn-l-ol EPO Bis(t?phenylphosphine)palladium(II) chlonde (120 mg, 0 171 mmol) was added to a stirred solution of propargyl alcohol (5 24 g, 93 4 mmol, 1 02 eq), 1 -iodo- 3,4-dichlorobenzene (25 0 g, 91 6 mmol, 1 eq), t?ethylamine (18 5 g, 183 2 mmol, 2 eq), and copper iodide (60 mg, 0 32 mmol) in THF (50 mL) The mixture was stirred at 350C for 12 h under a nitrogen atmosphere The mixture was then filtered through a bed of celite and the filtrate was washed with ethyl acetate The filtrate was then concentrated at 350C (vac = 28 in Hg) using a rotary evaporator The residue was pu?fied using a silica gel column (4 1 heptane/ethyl acetate – ? 2 1 heptane/ethyl acetate) to give the desired product as a light yellow solid ( 17 10 g, 85 2 mmol, 93%) 1H NMR (400 MHz, CHLOROFORM-^) delta ppm 4 53 (s, 2H) 7 19 (d, I H) 7 29 (d, IH) 7 49 (s, IH)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Dichloro-4-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; DOV PHARMACEUTICAL, INC.; WO2008/57575; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

111771-08-5, name is 2-Fluoro-6-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. COA of Formula: C7H4FIO2

EXAMPLE 2-162 4-Chloro-5-fluoro-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline Following the procedures described in Reference Example 2-5 and Example 2-1, the title compound was prepared from 2-fluoro-6-iodobenzoic acid and 1-(2-pyridinyl)-1H-pyrazol-5-ylamine (64% yield). mp: 173-176 C. (recrystallized from ethyl acetate). NMR (CDCl3) delta: 7.18-7.34 (2H, m), 7.66-7.79 (1H, m), 7.92-8.07 (2H, m), 8.62 (1H, s), 8.66-8.73 (2H, m).

The synthetic route of 111771-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro; US2003/187014; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 627-32-7, 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. 627-32-7 name is 3-Iodo-1-propanol, 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.

General procedure: To a stirred solution of alcohol (1.0 equiv.) in CH2C12 (10 mL) at 0 C were added silyl chloride (1.1 equiv.) and imidazole (1.5 equiv.). The reaction mixture was allowed to room temperature, stirred until starting material was consumed. The reaction mixture was quenched by addition of saturated NaHCO3 (10 mL). The aqueous layer was extracted with CH2C12 (3 x 10 mL) and the organic extracts were washed with H20 (2 x 10 mL) and brine. The washed organic layers were dried over Na2504, filtered, concentrated, and purified by a silica gel column chromatography to yield pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Iodo-1-propanol, and friends who are interested can also refer to it.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; KISHI, Yoshito; YAHATA, Kenzo; KUMAR, Vemula, Praveen; VADDELA, Sudheer, Babu; (137 pag.)WO2019/9956; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 202982-68-1, name is 1-Chloro-4-fluoro-2-iodobenzene, molecular formula is C6H3ClFI, 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 1-Chloro-4-fluoro-2-iodobenzene

To a suspension of 6-bromo- 1,2,3 ,4-tetrahydroisoquinolin- 1-one (1.0 g), 1-chloro-4-fluoro-2-iodobenzene (1.134 g), DMEDA (0.094 mL), and K3P04 (1.878 g) in toluene (10 mL) was added CuT (0.084 g) under nitrogen flow, and the mixture was stirred at 90C under nitrogen atmosphere overnight. Then, 1-chloro-4-fluoro-2-iodobenzene (0.3 g) was added thereto at room temperature, and the mixture was stirred at 90C under nitrogen atmosphere overnight. The mxiture was cooled, and then concentrated. The resulted crude product was purified by medium- pressure column chromatography (Hexane/AcOEt) to give 6-bromo-2-(2-chloro-S-fluorophenyl)- 1,2,3 ,4-tetrahydroisoquinolin- 1-one (0.75 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 202982-68-1, its application will become more common.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KAN, Keizo; TAKUWA, Masatoshi; TANAKA, Hirotaka; FUJIWARA, Hideto; YAMABE, Hokuto; MATSUDA, Satoshi; OHDACHI, Kazuhiro; HANARI, Taiki; MENJO, Yasuhiro; URUSHIMA, Tatsuya; FUJITA, Shigekazu; (183 pag.)WO2019/4421; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 100mL Schlenk tube, add 2.000g (30.5mmol) zinc powder, 3.0 ml dimethyldichlorosilane and 40 ml of 1,2-dichloroethane. Under the protection of nitrogen, use constant pressure dropping funnel to add dropwise 1.512g (5.0mmol) p-iodobenzenesulfonyl chloride, 1.5 ml of N,N-dimethylacetamide and 40 ml of 1,2-dichloroethane mixuture solution. Heat to 75 deg.C and react until zinc powder disappears. Then reduce the temperature to room temperature. Then add 10.0 ml of pyridine. Under stirring, add 5.0 ml (35.0mmol) acetyl chloride. Continue stirring at room temperature under nitrogen protection for 18h. After the reaction, filtration, washing, removing the solid, the filtrate drying, mixed with petroleum ether and ethyl acetate filtrate (150 : 1v/v) as developing solvent, chromatography column for separation, the spin vaporization of solvent, dried under vacuum to get the 1.3502g white solid, i.e., acetic acid-4-iodo thiophenol ester. Yield 97.1%.

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

Reference:
Patent; Liaoning University; Xia, Lixin; Li, Haihua; Wang, Jing; Zhang, Qian; Song, Peng; (10 pag.)CN105669507; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 444-29-1,Some common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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 50 mL round-bottomed flask, equipped with a gas inlet tube, a refluxcondenser and a magnetic stirring bar was charged with MCM-41-2PPdCl2 (102 mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa(7.5 mmol). The flask was flushed with CO. DMF (5 mL) was addedby syringe and a slow stream of CO was passed into the suspension.The mixture was vigorously stirred at 110?130 °C for 2?20 h, cooledto room temperature and diluted with diethyl ether (50 mL). Thepalladium catalyst was separated from the mixture by filtration,washed with distilled water (2 × 10 mL), ethanol (2 × 10 mL) and ether(2 × 10 mL) and reused in the next run. The ethereal solution waswashed with water (3 × 20 mL), and dried over anhydrous magnesiumsulfate and concentrated under reduced pressure. The residue waspurified by flash column chromatography on silica gel (hexane?ethylacetate = 10 : 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Jiang, Jianwen; Wang, Pingping; Cai, Mingzhong; Journal of Chemical Research; vol. 38; 4; (2014); p. 218 – 222;,
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., Application In Synthesis of 1,1,1-Trifluoro-3-iodopropane

Example 299A 3-(2-Methoxy-2-methylpropyl)-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carbaldehyde 498 mg (3.6 mmol) of potassium carbonate were added to a solution of 450 mg (1.44 mmol) of the compound from Ex. 288A in 15 ml of DMF, and the mixture was stirred at RT for 15 min. Then 969 mg (4.32 mmol) of 1,1,1-trifluoro-3-iodopropane were added, and the mixture was stirred at 50 C. for 18 h. The DMF was then very substantially distilled off and the remaining residue was partitioned between semisaturated sodium chloride solution (100 ml) and ethyl acetate (50 ml). The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated. The residue obtained was chromatographed using a silica gel cartridge (Biotage, 50 g of silica gel, eluent: hexane/ethyl acetate). 463 mg (79% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 10.11 (s, 1H), 4.17 (t, 2H), 4.00 (br. s, 2H), 3.15 (s, 3H), 2.86-2.71 (m, 5H), 1.09 (s, 6H). LC/MS (Method 3, ESIpos): Rt=1.22 min, m/z=361 [M+H-CH3OH]+.

According to the analysis of related databases, 460-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 98-61-3, 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. 98-61-3, name is 4-Iodobenzenesulfonyl chloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a typical experiment, the alkene derivative (1.5 mmol), halobenzenesulfonyl chloride derivative (1 mmol), Li2CO3 (0.222 g, 3 mmol), and PdCl2(CH3CN)2 (12.9 mg, 0.05 mmol) were dissolved in 1,4-dioxane (2 mL) under an argon atmosphere. The reaction mixture was stirred at 100 C for 24 h. After evaporation of the solvent, the product was purified by silica gel 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, 4-Iodobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Skhiri, Aymen; Salem, Ridha Ben; Soule, Jean-Francois; Doucet, Henri; Synthesis; vol. 48; 18; (2016); p. 3097 – 3106;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com