Month: February 2021

These common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, 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. Recommanded Product: 2043-57-4

The catalyst of Preparation Example 6 (15 g) was placed in a stainless-steel reaction tube having an inside diameter of 10 mm and length of 250 mm, and was heated to 180 C. with a heater. CF3CF2 (CF2CF2)2CH2CH2I and water were introduced into a vaporizer at a rate of 2.5 g/hr and 12 g/hr, respectively, and were vaporized. Air was introduced into the reaction tube as a carrier gas at a rate of 35 cc/min. The vaporized gases were carried to the catalyst in the above reaction tube by the air to cause a catalytic reaction on the catalyst. Reaction products were recovered with an ice trap and a dry ice/methanol trap provided at the outlet of the reaction tube. The GC analysis of the products revealed that an alcohol was formed at the degree of conversion of 93% and selectivity of 95%.

The synthetic route of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daikin Industries, Ltd.; US6664430; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 71838-16-9, These common heterocyclic compound, 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, 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.

Step 1: to a solution of 2-bromo-1-iodo-4-methylbenzene (1.74 g, 5.86 mmol) indry THF (20 mL) was added a solution of isopropylmagnesium chloride 2 M inTHF (2.93 mL, 5.86 mmol) at -40C. Then, 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide Ex.lla (1.00 g, 4.69 mmol) diluted in dryTHF (5 mL) was added dropwise at -40C. The reaction was warmed to rt and stirred at that temperature for 3 days. Water was added to quench the reaction. The two layers were partitionated and the organic layer was dried over Mg504, filtered and the solution was concentrated under reduced pressure. The crude material was purified by silica gel column chromatography using a gradient of hexanes/EtOAc ([8:2] to [6:4]) to afford N-[(2-bromo-4-methylphenyl)(5- methylfuran-2-yl)methyl]-2-methylpropane-2-sulfinamide Ex.12a (541 mg, 30%).

The synthetic route of 71838-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 111771-08-5, A common heterocyclic compound, 111771-08-5, name is 2-Fluoro-6-iodobenzoic acid, molecular formula is C7H4FIO2, 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: Preparation of Intermediates 4 To a mixture of 2-iodine benzoic acids 1 (4 mmol), 1-ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride (4.8 mmol)and N-hydroxybenzotrizole (0.48 mmol) were added amines(4.8 mmol) at room temperature. The reaction mixture wasstirred overnight and washed with water successively. Theorganic layer was dried over anhydrous sodium sulfate. Then,the solvent was removed under vacuum to afford crude com-pounds 2. 2-Iodine benzamides 2 (3.00 mmol) were added to30 mL triethylamine in a round-bottom flask, then the solutionwas degassed with nitrogen for 10 min. CuI (0.306 mmol) andPdCl2(PPh3)2 (0.1044 mmol) were added and the system wasplaced under nitrogen atmosphere. Trimethylsilylacetylene(6 mmol) was added dropwise over 3 min. And the mixture washeated with stirring at 608C overnight. The reaction was allowedto cool to room temperature and then filtered over Celite. Thefiltrate was concentrated and purified by column chromatogra-phy on silica gel with petroleum ether and ethyl acetate as sol-vents to give the intermediates 3. Then, compounds 3(1.73 mmol) were added to 15mL MeOH in a flask and mixedwith K2CO3 (1.73 mmol). The flask was placed under nitrogenatmosphere and the system was stirred for 15 min, after whichH2O was added to the flask. The organic layer was extractedwith ethyl acetate, dried over Na2SO4, and concentrated undervacuum. The crude oil was then purified by column chroma-tography on silica gel to get structures 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:
Article; Li, Jiling; Zhang, Zhicheng; Xu, Xiaoyong; Shao, Xusheng; Li, Zhong; Australian Journal of Chemistry; vol. 68; 10; (2015); p. 1543 – 1549;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 103962-05-6, 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. 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

At room temperature, 2-nitro-4-methoxybenzoic acid (0.4 mmol, 1 equiv), elemental selenium (1.2mmol, 3equiv), 4- trifluoromethoxy-iodobenzene (1.2mmol, 3equiv), Cu (OAc) 2 (0.04mmol), 1,10- phenanthroline (0.04 mmol), potassium carbonate (1.2mmol, 3equiv) and 2mL of toluene was added to the reaction tube, then filled with oxygen, and substituted three times, the oxygen the reaction environment, the reaction was stirred at a temperature of 100 deg.] C 24h. By the end of the reaction was monitored by thin layer chromatography, the reaction mixture was cooled, filtered and then ethyl acetate was added, and then spin off the solvent, the product obtained was isolated by column chromatography (eluent: petroleum ether: diethyl ether = 98), the product is yellow liquid, yield 91percent, by weight of the product is 143mg.

The synthetic route of 1-Iodo-4-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou Medical University; Wu Ge; (20 pag.)CN107188841; (2017); A;,
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 19821-80-8 as follows. Recommanded Product: 1,3-Dibromo-2-iodobenzene

General procedure: 10.0 grams (g) (27.6 millimoles, mmol) of 1,3-dibromo-5-iodobenzene, 4.06 g (27.6 mmol) of (2-cyanophenyl)boronic acid, 1.60 g (1.38 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), and 9.55 g (69.1 mmol) of potassium carbonate were added to a mixed solution containing 60 milliliters (mL) of tetrahydrofuran (THF) and 30 mL of water, and the reaction mixture was stirred for 12 hours under reflux. After the reaction was completed, the reaction product was cooled to room temperature, and the aqueous solution layer was removed therefrom through extraction. The resultant obtained therefrom was filtered through a silica gel under reduced pressure, and the filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography to provide Intermediate (A) (4.38 g, yield of 47%).

According to the analysis of related databases, 19821-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JUNG, Yongsik; JEON, Soonok; KWON, Eunsuk; KIM, Sangmo; KIM, Juhyun; SON, Jhunmo; CHUNG, Yeonsook; KIM, Joonghyuk; (327 pag.)US2020/31812; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

608-28-6, name is 2-Iodo-1,3-dimethylbenzene, 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. name: 2-Iodo-1,3-dimethylbenzene

General procedure: A 10 mL 2 dram screwed tube equipped with a magnetic stirring bar was charged with 5-vinyl-1,2,4-triazole (0.17 mmol, 1.0 equiv), an organic halide (0.17 mmol, 1.0 equiv), and K3PO4 (108 mg, 0.32 mmol, 2.0 equiv); then Pd(OAc)2 (1.7 mg, 0.008 mmol) were added, followed by DMF (1.0 mL), which was added to the mixture via syringe at r.t. under argon. The tube was sealed and put into a preheated oil bath at 110 C for 4 h. The mixture was cooled to r.t quenched with H2O (20 mL). The layers were separated and the aqueous layer was extracted with Diethyl Ether (3 ¡Á 20 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was then purified by preparatory TlC [silica gel, EtOAc-PE, 3-7].

The synthetic route of 608-28-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Azzouni, Safa; Gaucher, Anne; Prim, Damien; Efrit, Mohamed Lotfi; Tetrahedron; vol. 76; 8; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, A common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, molecular formula is C8H6ClIO2, 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.

Preparation 20 Methyl 2-((tran-s,-2-((tert-butoxycarbonyl)amino)cyclopentyl)ethynyl)-4-chlorobenzoate Add diisopropylamine (0.44 mL, 3.11 mmol) to a solution of (¡À)-tert-butyl N-(trans- 2-ethynylcyclopentyl)carbamate (0.65 g, 3.11 mmol) and methyl 4-chloro-2-iodobenzoate (1.11 g, 3.73 mmol) in tetrahydrofuran (12 mL). Purge the solution with nitrogen for 5 minutes. Add copper(I) iodide (11.8 mg, 0.062 mmol) and bis(triphenylphosphine) palladium(II) chloride (43 mg, 0.062 mmol). Stir the mixture at room temperature overnight. Quench the reaction with water (50 mL) and extract with EtOAc (3 x 50 mL). Combine the organic extracts; wash with brine (50 mL); collect the organic layer; dry over MgS04; filter; collect the filtrate; and concentrate under reduced pressure. Subject the resulting crude material to silica gel flash chromatography, eluting with a gradient of 0% to 50% EtOAc in hexanes, to provide the title compound as a light yellow solid (0.57 g, 49%). ESMS (m/z) (35C1/37C1) 400/402 (M+Na)+.

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; FISHER, Matthew Joseph; KUKLISH, Steven Lee; PARTRIDGE, Katherine Marie; YORK, Jeremy Schulenburg; (79 pag.)WO2016/69374; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid, molecular formula is C7H4FIO2, 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. Application In Synthesis of 2-Fluoro-5-iodobenzoic acid

A stirred suspension of 2-fluoro-5-iodobenzoic acid (99.7 g) in DCM (1 L) at 200C was treated with oxalyl chloride (49.8 mL) and DMF (0.3 mL). After 3 h further DMF (0.1 mL) was added. After a further 2 h the clear solution was evaporated and re-evaporated from toluene (3 x 200 mL). The acid chloride was re-dissolved in toluene (1.5 L) and treated with triethylamine (79.2 mL) and ethyl 3-(dimethylamino)acrylate (65.3 g). After stirring for 2.5 h at 900C the mixture was filtered and evaporated. The residue was redissolved in EtOAc, washed with saturated sodium hydrogen carbonate solution (2x), water, saturated brine, dried (MgSO4) and treated with decolourising charcoal for 0.5 h. The mixture was filtered, evaporated, redissolved in diethyl ether and allowed to crystallise. The solid was filtered off, washed with diethyl ether and dried to give the title compound (91.2 g). On concentration and seeding a second crop was obtained (9.0 g); ESMS m/z 391.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 124700-41-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/54295; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 124700-41-0, 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. 124700-41-0, name is 2-Fluoro-5-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 11Z)-Ethyl 3-(dimethylamino)-2-(2-fluoro-5-iodobenzoyl)acrylate2-Fluoro-5-iodobenzoic acid (5.20 g, 19.55 mmol, Aldrich) was suspended in thionyl chloride (1.427 mL, 19.55 mmol, Aldrich) and heated to reflux for 30 min. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to a tan solid. The solid was dissolved in toluene (30 mL) and concentrated under reduced pressure again. To a solution of the resulting solid (5.20 g, 19.55 mmol) in toluene (30 mL) was added triethylamine (2.72 mL, 19.55 mmol, Acros) and (Z)-ethyl 3-(dimethylamino)acrylate (3.64 mL, 25.41 mmol, Acros) and the reaction mixture was heated to 90 C. for 1 h. The reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Purification by Isco column (0%-100% ethyl acetate/dichloromethane) afforded the desired compound as a yellow solid (6.51 g).MS (ES) (M+H)+: 392 for C14H15FINO3 1H NMR: 0.88 (t, 3H), 2.78 (s, 3H), 3.33 (s, 3H), 3.85 (q, 2H), 7.03 (dd, 1H), 7.65 (dd, 1H), 7.77 (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, 2-Fluoro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2010/317624; (2010); 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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 624-76-0

Step 2 tert-Butyl-(2-iodo-ethoxy)-dimethyl-silane To 2-iodoethanol (20 gm, 116 mmol) suspended in methylene chloride (500 mL) was added dimethylaminopyridine (100 mg) followed by diisopropylethylamine (30 mL, 174 mmol) and tert-butyldimethylsilyl chloride (19 gm, 128 mmol). The reaction was stirred overnight and the solvent was removed in vacuo and the residue was passed through a short column of silica gel and eluted with 95:5 methylene chloride: methanol. The desired fractions were combined and the solvent was removed in vacuo to give the desired product. 1 H NMR (400 MHz, CDCl3) delta 3.84 (dd, 2H); 3.20 (dd, 2H); 0.9 (m, 9H); 0.1 (m, 6H).

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5939439; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com