Category: iodides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 13194-69-9, name is 2-Iodo-5-methylaniline, 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 13194-69-9, Recommanded Product: 2-Iodo-5-methylaniline

The corresponding imidazopyridine compound (0.2 mmol) and cuprous iodide (0.02 mmol) were sequentially added to a 25 ml Schlenk tube filled with oxygen and equipped with a magnetic stirrer at room temperature.2-iodo-5-methylaniline (0.5 mmol),1,10-azaphenanthrene (0.06 mmol), DBU (0.8 mmol),Carbon disulfide (0.4 mmol) and toluene (2.0 mL) were added by syringe under oxygen.The reaction tube was placed in a 120 C oil bath and stirred for 7 hours. The resulting solution was cooled to room temperature, and 2 mL of deionized water was added to the reaction mixture, and the mixture was uniformly mixed.Each time, 3 mL of ethyl acetate was used as an extractant to perform a liquid separation extraction operation.The crude product is extracted from the reaction liquid, and the extract is combined, and the solvent is removed by a rotary evaporator; the residue is purified by a silica gel column (silica gel size: 200 mesh to 300 mesh,The eluent is petroleum ether/ethyl acetate (6:1 v/v)).The target product was obtained in 64.5 mg, yield 80%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-5-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Qingdao University of Science and Technology; Yang Daoshan; Yan Qiuli; (17 pag.)CN110294757; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 3930-83-4, name is 2-Iodobenzamide, 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 3930-83-4, Recommanded Product: 2-Iodobenzamide

General procedure: To a solution of 2-iodobenzamide (3) or 2-bromonicotinamide (6) (2.0 mmol) in DMSO (3 mL), was added aldehyde (2.2 mmol), NaN3 (260 mg, 4.0 mmol), CuBr (29 mg, 0.2 mmol), and l-proline (46 mg, 0.4 mmol). The reaction mixture was stirred at 80 C under air. After disappearance of the reactant (monitored by TLC), water (30 mL) was added to the mixture, and then extracted with ethyl acetate (15 mL) for three times. The extraction was washed with saturated NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1 to 3:1) as the eluent to give the desired products 5 or 7.

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; Li, Ting; Chen, Minglu; Yang, Lei; Xiong, Zhengxin; Wang, Yongwei; Li, Fei; Chen, Dongyin; Tetrahedron; vol. 72; 6; (2016); p. 868 – 874;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19094-56-5, name is 2-Chloro-5-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. name: 2-Chloro-5-iodobenzoic acid

Example 3; 4′-Chloro-3′-[[(cyclohexylmethyl)amino]carbonyl]-[l,l’-biphenyl]-2-carboxylic acid; EPO a) 2-Chloro-5-iodo-benzoic acid, 1,1-dimethylethyl ester; iV,iV-Dimethylformamide (1 drop) and oxalyl chloride (4.8 mL) were added to a stirred solution of 2-chloro-5-iodobenzoic acid (5 g) in dichloromethane (20 mL) at 0 C. The reaction was allowed to warm to room temperature, stirred under nitrogen for 2 hours, and then evaporated to dryness. The residue was dissolved in tetrahydrofuran (20 mL) and cooled to 0 0C. Potassium terf-butoxide (22 mL, 1 M solution in tetrahydrofuran) was added over 10 minutes. The reaction was allowed to warm to room temperature and stirred under nitrogen for 2 hours then poured into saturated aqueous sodium bicarbonate (50 mL). The layers were separated and the aqueous was extracted with diethyl ether (50 mL). The combined organics were dried, filtered and evaporated to afford the sub-title compound as an oil (5.7 g).1HNMR (400 MHz, d6-DMSO) delta 7.99 (IH, d), 7.87 (IH5 dd), 7.34 (IH, d), 1.54 (9H, s).

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/80884; (2006); A1;,
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 33348-34-4 as follows. Recommanded Product: 33348-34-4

INTERMEDIATE 60 – PREPARATION of A/-(2-(5-Cyano-2-(triethylsilyl)-1 H-indol-3-yl)ethyl)-4- (3-fluorobenzyl)benzamide. 4-Amino-3-iodobenzonitrile (0.10 g; 0.41 mmol), 4-(3-fluorobenzyl)-/V-(4- (triethylsilyl)but-3-ynyl)benzamide (0.162 g; 0.41 mmol) bis(diphenylphosphino)ferrocene]palladium(ll) chloride (0.017 g; 0.020 mmol), lithium chloride (0.017 mg; 0.410 mmol) and sodium carbonate (0.087 g; 0.820 mmol) were suspended in DMF (5 ml_) and the mixture was stirred at 100C for 15 hours. The solution was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulfate, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 60 % ethyl acetate in heptane) to afford 0.056 g (27%) of the title compound as a white solid. ESI/APCI(+): 512 (M+H), 534 (M+Na); ESI/APCI(-): 51 1 (M-H).

According to the analysis of related databases, 33348-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&D; REMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; ALLASIA, Sara; MARCHAND, Arnaud; KILONDA, Amuri; CHALTIN, Patrick; WO2012/80221; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 191348-14-8, name is 2-Iodo-4-methoxyaniline, 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 191348-14-8, name: 2-Iodo-4-methoxyaniline

General procedure: A quantitativeyield for the oxidation step (8?5)16 is presumed and hencethe molar amounts of each reagent are based on alcohol 8. Asealed tube charged with DMF (1-2 mL) was degassed withnitrogen for 30 min. Freshly prepared aldehyde 5 (0.15-0.26mmol) was added, followed by the appropriate o-iodoaniline6a-i (0.17-0.29 mmol), DABCO (0.45-0.79 mmol) andPd(OAc)2 (5 mol%). The tube was then sealed under ablanket of nitrogen and stirred at 85 C for 18-90 h. Thecooled solution was poured onto H2O (10 mL) and extractedwith Et2O (3 × 10 mL). The combined organic extracts weredried (MgSO4), filtered, and concentrated in vacuo.Purification by flash chromatography on silica gel (hexanes-EtOAc) gave the desired products 1a-i, the yields of whichwere calculated over two steps from alcohol 8.

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

Reference:
Article; Blair, Lachlan M.; Sperry, Jonathan; Synlett; vol. 24; 15; (2013); p. 1931 – 1936;,
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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3ClF3I

Ethyl 1 H-pyrazole-4-carboxylate (20 g), 1-chloro-4-iodo-2 – (trifluoromethyl) benzene (44 g)Copper iodide (2.7 g),(1 S, 2 S) -N 1, N 2 -dimethylcyclohexane-1, 2-diamine (3.0 g)Sodium ascorbate (2.8 g), sodium carbonate (30 g)In dimethylsulfoxide (80 mL) was stirred at 150 C. for 6 hours.After cooling at room temperature, the reaction solution was added to toluene (0.45 liter), And 10% saline (0.50 l) was added thereto, followed by stirring at room temperature for 30 minutes.After insoluble matter was filtered off with Celite (registered trademark), the two layers were separated.The aqueous layer was extracted with toluene (0.20 l), and the combined organic layer was washed with 10% brine (0.30 l) and then dried over anhydrous magnesium sulfate.The solvent was distilled off under reduced pressure, and the obtained residue was purified by OH type silica gel column chromatography (hexane: ethyl acetate = 90: 10 ? 25: 75) to give the title compound (23 g) as a pale red solid It was

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 260355-20-2.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; KAWABE, KENICHI; YAMAMOTO, KUMIKO; UNEUCHI, FUMITO; ASANUMA, YUTA; YAMAGUCHI, CHITOSE; USHIKI, YASUNOBU; SHIBATA, TSUYOSHI; OHTA, HIROSHI; (254 pag.)JP2018/83767; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), molecular formula is C3H6I2, 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: 627-31-6

Compound 258g:[330] In a smal] vial dissolved Compound 8 (0.033 g, 0.112 mmol) in DMF (1.5 ml) with stirring at room temperature. 1,3-diiodopropane (0.065 ml, 0.561 mmol) was added fol]owed by the addition of potassium carbonate (0.023 g, 0.168 mmol). The reaction was covered in foil and stirred at room temperature overnight. The reaction was diluted with dichloromethane and washed with aqueous ammonium chloride and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica ptlc using 50% ethyl acetate in hexane to give Compound 258g (0.018 g, 0.039 mmol, 34.7 % yield). MS (mix), found 533.0 ([M]++K).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 627-31-6, its application will become more common.

Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
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 618-91-7 as follows. HPLC of Formula: C8H7IO2

To the mixture of methyl 3-iodobenzoate (157 mg, 0.60 mmol), potassium carbonate (166 mg, 1.20 mmol), cupper(I) iodide (14 mg, 0.07 mmol) and PdCi2(Ph3P)2 (21 mg, 0.03 mmol) in tetrahydrofuran (2 mL) was added tert-butyl propiolate (330 muL, 2.40 mmol) at room temperature. After stirred for 20 h at 60C, the mixture was evaporated to dryness. The residue was chromatographed on a silica gel (EtOAc:hexanes 0: 1~1 : 10) to give the title compound 9-1 (155 mg, 99% yield) as a light brown oil. 1H NMR (300 MHz, CDCl3) delta 8.25 (t, J= 1.4, 1H), 8.16 – 8.05 (m, 1H), 7.80 – 7.68 (m, 1H), 7.46 (t, J= 7.8, 1H), 3.93 (s, 3H), 1.55 (s, 9H).

According to the analysis of related databases, 618-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS GENERAL HOSPITAL; HUNG, Deborah; STANLEY, Sarah; KAWATE, Tomohiko; IWASE, Noriakie; SHIMIZU, Motohisa; WO2013/49567; (2013); A1;,
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. 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H6IN

To a solution of 4-iodophenylacetonitrile (6.88 g, 28.3 mmol, 1 eq.) and bis-(2-chloro-ethyl)-carbamic acid tert-butyl ester (7.2 g, 30 mmol, 1.05 eq.) in DMSO (100 mL) under argon (Ar) was added NaNH2 (2.46 g, 60 mmol, 2 eq.) in portions over 15 min. The reaction was stirred at room temperature for 0.5 h, then poured onto ice (200 g), diluted with EtOAc (250 mL) and stirred for 1 h. The organic layer was separated and the aqueous layer was washed repeatedly with EtOAc until colorless. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated by rotary evaporation to afford an orange oil which was purified by flash column chromatography by eluding with 7-12% EtOAc/hexanes to yield 4-cyano-4-(4-iodo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester as a pale orange oil/solid (8.28 g, 18.96 mmol, 67%). 1H NMR (300 MHz, CDCl3): delta 7.82 (dd, 2H), 7.26 (dd, 2H), 4.38 (br. s, 2H), 4.28 (br. t, 2H), 2.15 (m, 2H), 2.0 (td, 2H), 1.59 (s, 9H).

The synthetic route of 51628-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACOPEIA, INC.; US2003/13720; (2003); A1;,
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. 199850-56-1, name is Methyl 2-amino-4-chloro-5-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 199850-56-1

Intermediate 41 : Methyl 4-amino-4′-bromo-6-chloro-3-biphenylcarboxylateA suspension of methyl 2-amino-4-chloro-5-iodobenzoate (Intermediate 2) (8.2 g, 26.3 mmol), (4-bromophenyl)boronic acid (5.29 g, 26.3 mmol), tetrakis(triphenylphosphine) palladium (0.304 g, 0.263 mmol) and sodium carbonate (79 ml_, 1 M in water, 79 mmol) in 1 ,4-dioxane (300 ml_) was stirred 3 days at 80C. After cooling, the mixture was filtered through celite, the filtrate was then diluted with water and extracted twice with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was triturated in diisopropylether, filtered and washed with acetonitrile then diisopropylether to give the title compound methyl 4-amino-4′-bromo-6- chloro-3-biphenylcarboxylate (2.5 g, 7.34 mmol, 27.9% yield) as an off-white powder. LCMS: (M+H)+ = 340-342 ; Rt = 4.09 min.

The synthetic route of 199850-56-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DAUGAN, Alain Claude-Marie; LAMOTTE, Yann; MIRGUET, Olivier; WO2012/119978; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com