Iodides-buliding-blocks

Electric Literature of 31928-46-8, 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. 31928-46-8 name is 2-Bromo-1-chloro-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.

To a solution of 2-Bromo-l-chloro-4-iodo-benzene (1 1.8 g, 37.2 mmol) and but-3-yn-l-ol (2.9 g, 40.9 mmol) in dried triethylamine (50 mL) was added copper (I) iodide (1.4 g, 7.4 mmol) and then bis(triphentlphosphine)palladium (II) dichloride (3.0 g, 3.7 mmol). The mixture was degassed by nitrogen for 3 times and then kept stirred at 90 C for 5 h. The resulting mixture was diluted with EtOAc and then filtered. The filtrate was concentrated under reduced pressure and purified via flash-chromatography on silica gel (10 % EtOAc in petroleum ether) to give 4-(3-Bromo-4-chloro-phenyl)-but-3-yn-l-ol (7.4 g, yield 77 %) as white solid. MS ESI calc’d. For Ci0H8BrClO [M + H]+ 261, found 261.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 127654-70-0,Some common heterocyclic compound, 127654-70-0, name is 1-Chloro-3-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.

To a solution of 1-chloro-3-fluoro-2-iodobenzene (0.335 g, 1.30 mmol) in tetrahydrofuran (1.5 mL), isopropylmagnesium chloride lithium chloride (0.878 ml, 1.3 M solution) was added at -10 C and the resulting mixture was stirred for 1 hour before a solution of 3 -(8-(bis(4-methoxybenzyl)amino)-2-formyl-5 -(pyrimidin-4-yl)-[1,2,4jtriazolo[1,5-ajpyrazin-6-yl)benzonitrile (0.190 g, 0.326 mmol) (from Example49 step 8) in THF (1.5 mL) was added at -10 C. The reaction mixture was stirred for60 minutes, then quenched with ammonium chloride solution (3 mL), and extractedwith dichloromethane. The combined organic layers were concentrated undervacuum. The cmde material was directly purified by a silica gel column to afford thedesired product (147 mg, 63%) as a racemic mixture. LC-MS calculated forC39H31C1FN803 (M+H): m/z = 713.2; found 713.3.

The synthetic route of 127654-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; HOANG, Gia; WANG, Xiaozhao; CARLSEN, Peter Niels; GAN, Pei; LI, Yong; QI, Chao; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHU, Wenyu; (333 pag.)WO2020/10197; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

6828-35-9, name is 5-Chloro-2-iodoaniline, 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. category: iodides-buliding-blocks

General procedure: A mixture of o-iodoaniline (0.5 mmol, 1 equiv), arylacetic acid (0.6 mmol), elemental sulfur (1.5mmol), Cu(OAc)2¡¤H2O (20 mmol%), and NaOH (1.0 mmol) in DMSO (3 mL) was put into a sealed pressure vessel (25 mL) containing a magnetic stirring bar. The tube was purged with nitrogen three times, and then capped and stirred in a preheated oil bath at 130 C for 24 h. The reaction mixture then cooled to room temperature and extracted with ethyl acetate (3×10 mL), the organic layer was washed with saturated NaCl (2×10 mL), dried over anhydrous Na2SO4, evaporated under vacumm and then purified by silica gel column chromatography by using petroleum ether and ethyl acetate (PE:EA=200:1) as eluent.

The synthetic route of 6828-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xin; Li, Xiaotong; Hu, Renhe; Yang, Zhao; Gu, Ren; Ding, Sai; Li, Pengyi; Han, Shiqing; Synlett; vol. 29; 2; (2018); p. 219 – 224;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2974-94-9, Quality Control of 1-Iodo-4-phenoxybenzene

Preparation IX N-(4-phenoxyphenyl)phenylalanine A mixture of 2.17 g (7.3 mmol) of 4-phenoxyiodobenzene, 1.02 g (6.2 mmol) of phenylalanine, 0.48 g of bis(tri-o-tolylpalladium) dichloride, 125 mg of cuprous iodide, 240 mg of benzyltriethylammonium chloride and 876 mg of potassium carbonate in 12 ml of dimethylformamide, 1.2 ml of water and 2.4 ml of triethylamine is prepared. This reaction medium is stirred at 100 C. for 24 h and then cooled. 50 ml of toluene are added and the mixture is concentrated under reduced pressure. The residue is taken up with 40 ml of ethyl acetate and 40 ml of water and the mixture is acidified to pH 2. The precipitate formed is filtered off, washed with 10 ml of water and 5 ml of ethyl acetate and then dried to give 640 mg of the expected product in the form of a fine gray solid (yield=30%). M.p.=194 C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Binet, Jean; Boubia, Benaissa; Chaput, Evelyne; Edgar, Alan; Ou, Khan; Ratel, Philippe; Samreth, Soth; Thomas, Didier; US2006/25589; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 6940-76-7, name is 1-Chloro-3-iodopropane, 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 6940-76-7, COA of Formula: C3H6ClI

General procedure: In a round flask 300 mg (1.18 mmol) of compound 1 are weighed and placed in an inert atmosphere with a magnetic stirrer. Then, 3 ml of dry THF are added and the system is cooled to 0 C. Then 1.2 equivalents of LDA are added and left in an ice bath for 10 minutes. The ice bath is removed and left under constant stirring for 2 hours. The round flask is cooled again to 0 C and 1,3-chloroiodopropane is added using a syringe previously purged with nitrogen. The ice bath is removed and the reaction is followed by TLC until the consumption of the starting material (1). Once the reaction (approximately 2.5 h) is finished, 0.5 ml of a saturated NH4OH solution is added and an extraction with 5 ml of dichloromethane is carried out in triplicate, the organic phase is collected and dried with anhydrous sodium sulfate, once dried the organic phase is distilled under vacuum. The purification is carried out by a chromatographic column using silica gel as a stationary phase and a mixture of Hexane and ethyl acetate in a proportion of 95:5. A pale yellow oil is obtained in all cases.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Xavier Dominguez-Villa, Francisco; Avila-Zarraga, Gustavo; Armenta-Salinas, Concepcion; Tetrahedron Letters; vol. 61; 15; (2020);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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. COA of Formula: C3H6I2

Nitrogen-extractedIn a 250 ml three-necked bottle, 2.33 g (1H-indol-2-yl)-1H-benzo[d]imidazole was weighed.(10 mmol), add 50 ml of dimethylformamide, stir well.Then add 2.8 g of potassium hydroxide (50 mmol) and stir at room temperature for 2-36 hours.As most of the potassium hydroxide dissolves, a thick, cloudy solution forms.Add 1.72 ml of 1,3-diiodopropane (15 mmol) and react at room temperature for 18-24 hours. Point board monitoring,When the reaction of raw materials is complete,The reaction was stopped and 40 ml of water and 30 ml of dichloromethane were added to the system.The mixture was further extracted with 30 ml of dichloromethane three times and the organic phases were combined and dried over anhydrous magnesium sulfate.After concentrating the organic phasePurification by column chromatography7,8-Dihydro-6H-benzo[4′,5′]imidazo[2′,1′:3,4][1,4]diaza [1,2-a]fluorene Body 1.23g, yield 45%, can be directly put into the next step reaction.

The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hong Kong University Of Science And Technology Shenzhen Institute; Kuang Fuer; Li Dongsheng; Cai Peiying; (20 pag.)CN107459533; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 16932-44-8,Some common heterocyclic compound, 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, molecular formula is C8H9IO2, 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: To the solution of 2 (0.125 M in THF and diethyl ether, 7.6 mL,0.95 mmol) were added a solution of 4-iodoanisole (3b, 189 mg, 0.81 mmol) in THF (1.5 mL) and Pd(PPh3)4 (17 mg, 15 mmol). After being refluxed for 6 h, the reaction mixture was filtered through a pad of silica gel (diethyl ether). The filtrate was concentrated under reduced pressure and purified by preparative thin layer chromatography on silica gel (pentane/diethyl ether = 20:1) to give 4b (119 mg, 87%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1,3-dimethoxybenzene, its application will become more common.

Reference:
Article; Ichitsuka, Tomohiro; Takanohashi, Tsuyoshi; Fujita, Takeshi; Ichikawa, Junji; Journal of Fluorine Chemistry; vol. 170; (2015); p. 29 – 37;,
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. 88-82-4, name is 2,3,5-Triiodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 88-82-4

Amide derivatives (Compounds 8 and 9) that correspond to the ester, Compound 5, are generated. Compounds 6 and 7 are synthesized and their coupling to 2,3,5-triiodobenzoic acid is carried out

According to the analysis of related databases, 88-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vanderbilt University; US2005/2859; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, 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 156150-67-3, Safety of 2-Chloro-1-fluoro-4-iodobenzene

A mixture of compound IV (0.314 g, 1 mmol), copper(l)tris(triphenyl- phosphine)bromide (372 mg, 0.4 mmol), Cs2CO3 (977 mg, 3 mmol), and toluene (15 mL) was heated under argon at 110 0C for 5 min. The aryl iodide (2 mmol) was added via syringe and the mixture was stirred at 110 0C for 1-2 days. After cooling, the mixture was filtered through a small pad of silica gel, concentrated and purified by chromatography, furnishing the di-arylated compound as the minor product and the mono-arylated as the major product. The subsequent hydrolysis was carried out in accordance with the procedure described in Method A.

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-1-fluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOLIPOX AB; WO2008/107661; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

1256945-00-2, name is 4-Bromo-2-iodo-1-(trifluoromethyl)benzene, 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 4-Bromo-2-iodo-1-(trifluoromethyl)benzene

Into a glass reaction vessel equipped with a stirrer and a capacity of 200 mL,3.51 g of 4-bromo-2-iodo-1- (trifluoromethyl) benzene(10.0 mmol), 67 mL of dehydrated tetrahydrofuran,8.4 mL (60.0 mmol) of diisopropylamine,701.9 mg (1.0 mmol) of dichlorobis (triphenylphosphine) palladium (II), 190.5 mg (1.0 mmol) of copper (I) iodide) Was added, and while keeping the internal temperature at -30 C., 832 muL of 3-butyn-1-ol(11.0 mmol) were added, followed by reaction at room temperature for 19 hours.The solvent was distilled off under reduced pressure, and a saturated aqueous solution of ammonium chloride was added to the resulting reaction crude productThe mixture was extracted with diethyl ether, dried over magnesium sulfate and the solvent was distilled off under reduced pressure,Silica gel column chromatography (hexane: ethyl acetate = 8: 2)To obtain 2.5 g of compound (C14-e) as a pale yellow solid.

The synthetic route of 1256945-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ube Industries Ltd; Tanaka, Yasuhiro; Homma, Takashi; (66 pag.)JP2018/168138; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com