Category: iodides-buliding-blocks

Electric Literature of 340825-13-0, 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. 340825-13-0, name is 6-Iodo-3,4-dihydronaphthalen-1(2H)-one, This compound has unique chemical properties. The synthetic route is as follows.

A 200 mL round bottom flask was charged with Compound 6 (4.1 g, 15 mmol),Methanol (100 mL) was added, and at 0 C. under ice cooling,Sodium borohydride (850 mg, 22.5 mmol) was gradually added,The mixture was stirred at 0 C. for 3 hours.The excess sodium borohydride was neutralized with dilute hydrochloric acid, saturated brine was added,Extraction was carried out 5 times with ethyl acetate (50 mL).The extract was washed once with ammonium chloride (100 mL)Subsequently, the solution was washed twice with saline (100 mL), dried over sodium sulfate.The filtrate was concentrated, as a pale red solid,Compound 7 was obtained (yield 3.93 g, yield 95.5%).This was used as it was for the next reaction without further purification.

The chemical industry reduces the impact on the environment during synthesis 6-Iodo-3,4-dihydronaphthalen-1(2H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RICOH COMPANY LIMITED; GOTO, DAISUKE; YAMAMOTO, SATOSHI; MIYAGAWA, SATOSHI; KATO, TAKUJI; MOHRI, MASATAKA; NAKANOTANI, HAJIME; (65 pag.)JP6146001; (2017); B2;,
Iodide – Wikipedia,
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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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6BrIO

Step 1: An oven-dried flask equipped with a magnetic stir bar was charged with l-bromo-4- chloro-2-fluoro-5-methoxy-benzene (100 mg, 0.42 mmol), (4-methoxyphenyl)boronic acid (69.8 mg, 0.46 mmol) and [l,l’-bis(diphenylphosphino)ferrocene] dichloropalladium(II) complex with dichloromethane (17.1 mg, 0.021 mmol). The flask was sealed with a rubber septum, and then evacuated and backfilled with argon (repeated a total of 3 X). l,4-Dioxane (1.0 mL) and aqueous 1 M K2CO3 (0.5 mL, 0.5 mmol) were added and the reaction was heated to 90 C for 2 h. The reaction was cooled to room temperature, diluted with water (5 mL), and extracted with EtOAc (3 X). The combined organic phases were dried over Na2S04, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with a EtOAc/hexanes gradient (0-10% EtOAc) to yield l-chloro-5-fluoro-2-methoxy-4-(4- methoxyphenyl)benzene (89.2 mg, 80%) as an off white solid. (1337) MS m/z 267.8 [M+H]+; 1H NMR (CDCL) d: 7.39 (dd, /= 8.8, 1.6 Hz, 2H), 7.13 (d, /= 9.5 Hz, 1H), 6.92 (d, J= 8.8 Hz, 2H), 6.85 (d, J= 6.9 Hz, 1H), 3.85 (s, 3H), 3.79 (s, 3H).

The synthetic route of 755027-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; SYDORENKO, Nadiya; ALAM, Md Rauful; ARNOLD, Michael A.; BABU, Suresh; BHATTACHARYYA, Anuradha; CHEN, Guangming; GERASYUTO, Aleksey I.; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; WOLL, Matthew G.; YAN, Wuming; ZHANG, Nanjing; (0 pag.)WO2020/5873; (2020); A1;,
Iodide – Wikipedia,
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Related Products of 3032-81-3, These common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, 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: A solution of 4-cyano-1H-imidazole (1000 mg, 10.74 mmol), 4-iodo -2-(trifluoromethyl)pyridine (3800 mg,14 mmol), (1R,2R)-N1,N2-dimethyl cyclohexane -1,2-diamine (150 mg, 1.07 mmol), CuI (200 mg, 1.07 mmol) and Cs2CO3 (7000 mg, 21.5 mmol) in 20 mL anhydrous DMF was stirred at 100 oC for 2 hours. The reaction mixture was cooled to room temperature and poured into 200 mL water. The mixture was extracted with ethyl acetate (80 mL*3). The organic layer were combined, washed by brine, dried by Na2SO4 and evaporated. The crude product was purified by silica flash column to afford compound 2 as white solid(1.5 g, 59percent yield).

Statistics shows that 1,3-Dichloro-5-iodobenzene is playing an increasingly important role. we look forward to future research findings about 3032-81-3.

Reference:
Article; Zheng, Qiangang; Chen, Ziqi; Wan, Huixin; Tang, Shuai; Ye, Yan; Xu, Yuan; Jiang, Lei; Ding, Jian; Geng, Meiyu; Huang, Min; Huang, Ying; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3808 – 3812;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

626-62-0, name is Iodocyclohexane, 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. HPLC of Formula: C6H11I

The compound 4b (0.180 g, 0.52 mmol), iodocyclohexane (0.110 g, 0.52 mmol) and potassium carbonate (0.072 g, 0.52 mmol) were added to dimethylformamide (2 mL). The mixture was refluxed under stirring for 12 h at 80 C, acidified with concentrated hydrochloric acid to pH 3-4; the resulting solid was filtered, collected, washed with water, dried, and crystallized from petroleum ether to give 10 as white crystals.

The synthetic route of 626-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Barone, Mariarita; Pistara, Venerando; Frasca, Giuseppina; Noto, Clio; Scribano, Maria; Catalfo, Alfio; Santagati, Andrea; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2461 – 2475;,
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. 148836-41-3, name is 1-Bromo-4-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 148836-41-3

A solution of cyclopropylboronic acid (2.104 g, 24.49 mmol), 1-bromo-4-chloro-2-iodobenzene (5.700 g, 17.96 mmol), potassium phosphate (13.86 g, 65.3 mmol), and PdCl2(dppf)-DCM adduct (0.667 g, 0.816 mmol) in 18 mL dioxane and 6 mL water was heated to 100 C. overnight. The reaction mixture was then diluted with DCM and washed with water. The organics were dried over MgSO4 and concentrated. The crude residue was used in the next step without purification. m/z (ESI) does not ionize in H+ mode.

The synthetic route of 148836-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Iodide – Wikipedia,
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Reference of 13329-40-3, These common heterocyclic compound, 13329-40-3, name is 1-(4-Iodophenyl)ethanone, 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.

To a stirring solution ofp-iodoacetophenone 1 (30.0 g, 122 mmol) in dioxane (200 mL) over an ice-bath was added bromine (6.56 mL, 128 mmol) dropwise. The reaction mixture was stirred at room temperature and monitored by LC/MS. After completion (about 1 hour), the solvent was evaporated by rotovap, and the residue was dried under vacuum to give solid 2 (40g, 100%). [00466] (Based on J. Med. Chent. 2001,44, 2990-3000) To a solution of Cbz-D-Ala- OH 3 (5.0 g, 22.4 mmol) in NMP (100 mL) was added cesium carbonate (3.72 g, 11.4 mmol). After stirring at RT for 1 h, 2 (7.60 g, 22.4 mmol) was added. The reaction mixture was stirred at room temperature and monitored by LC/MS to form 4. The reaction solution was diluted with xylene (100 mL) and ammonium acetate (9.25g, 120 mmol) and then stirred at 120C for 4 hours. Up to 50eq of additional ammonium acetate may be needed depending on the reaction progress. The key is to see solid in the flask at all times. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (200 mL). The EtOAc solution was washed with saturated sodium bicarbonate solution (200 mL) twice, and dried by sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in DCM (100 mL) and stirred for 1 h to give a precipitate, and the solid 5 (4.0g) was filtered off and dried under vacuum. The mother solution was concentrated by rotovap, the residue was purified on Bio-tage to give 5 (Hexane: EtOAc = 1:1 to EtOAc 100%). The two products were combined and dried under vacuum to give 5 (5.8 g, 58%).

The synthetic route of 13329-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION; WO2005/107762; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2401-21-0, name is 1,2-Dichloro-3-iodobenzene, 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. HPLC of Formula: C6H3Cl2I

EXAMPLE 48 5-Chloro-4-methoxy-2,2-dimethyl-2,3-dihydro-7-benzofurancarboxylic acid A mixture of methyl 4-methoxy-2,2-dimethyl-2,3-dihydro-7-benzofurancarboxylate, 7.1 g of pyridine, and 400 ml of tetrahydrofuran was cooled to -30° C. by means of an external dry ice/acetone bath. A solution of 27.5 g of iodobenzene dichloride in 100 ml of dry tetrahydrofuran was added dropwise to the mixture. After addition was complete, the reaction was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, water was added, and the mixture was steam distilled. To the residue were added ethyl acetate and diethyl ether. The organic mixture was washed with water, dried over sodium sulfate, and concentrated in vacuo.

The synthetic route of 2401-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US4921982; (1990); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 355-43-1,Some common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, molecular formula is C6F13I, 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.

1.Tetramethyl hydrazine (1.0 mmol) was placed in a 25 mL round bottom flask at room temperature.2 mL of acetonitrile (water content 0.1%) solvent was injected, and then perfluoroiodohexane (1.1 eq) was added.The reaction was carried out under 36 W CFL light, and TLC was monitored until the reaction was complete (about 10 h).The obtained reaction product was poured into 100 mL of water, extracted three times with dichloromethane, and the organic phase was dried, and the organic solvent was evaporated under reduced pressure to give a crude product; 2.The crude product was subjected to silica gel column chromatography (silica gel needs to be pretreated with Et3N/PE=1:9 overnight), and eluted with an eluent (petroleum ether: ethyl acetate = 1:1 (V:V)). Eluent, distillation under reduced pressure,Obtained a white solid,It is the product N-[bis(dimethylamino)methylidene]-2,2,3,3,4,4,5,5,6,6,6-undecafluorohexanamide,The yield is 79%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, its application will become more common.

Reference:
Patent; Liaoning University; Liang Fushun; Wang Rui; Su Zhongmin; (13 pag.)CN109369467; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52570-33-9, name is Methyl 3-iodo-2-methylbenzoate, 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 52570-33-9, category: iodides-buliding-blocks

To a solution of methyl 3-iodo-2-methylbenzoate (10.0 g, 36.2 mmol) in carbon tetrachloride (200 mL) was added BS (8.4 g, 47.1 mmol) and benzoyl peroxide (4.4 g, 18.1 mmol), the suspension was heated at 90 C overnight. The mixture was then cooled to RT and filtered. The filtrate was concentrated to give the crude product, which was purified by silica-gel column (light petro 100%) to give methyl 2-(bromomethyl)-3- iodobenzoate (9.8 g, 76%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-iodo-2-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; BIOTHERYX, INC.; MERCURIO, Frank; CHAN, Kyle, W.H.; SULLIVAN, Robert; ERDMAN, Paul, E.; FUNG, Leah; (105 pag.)WO2018/169777; (2018); A1;,
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. 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Iodo-1,2,3-trimethoxybenzene

PREPARATION EXAMPLE 49 Synthesis of 2,6-dimethoxy-4-iodophenol To a solution of 5-iodo-1,2,3-trimethoxybenzene (3.2 g) in 1,2-dichloroethane (40 mL) was added aluminum chloride (1.6 g). The mixture was stirred at 60 C. for 4 hours and evaporated. The residue was dissolved in 1 M aqueous sodium hydroxide solution and washed with ether. The aqueous layer was then acidified and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as white crystalline powder. Yield: 1.0 g (31%)

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; Kowa Co., Ltd.; US6867221; (2005); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com