Category: iodides-buliding-blocks

42861-71-2, name is 3-Iodophenyl acetate, 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: 3-Iodophenyl acetate

Step 1: 3-{(6-[4-(2-Trifluoromethylbenzoyl)piperazin-l-yl]pyridazin-3-yl)ethynyl}- phenyl acetate: Prepared by Sonogashira coupling reaction of Intermediate 6 with 3-iodophenyl acetate in a mixture of triethylamine and DMSO to give the product as an off-white solid; IR (KBr) 2926, 2216, 1640, 1434, 1316, 1116, 1010, 785 cm”1; 1H NMR (300 MHz, CDCl3) delta 2.31 (s, 3H), 3.29-3.86 (m, 2H), 3.70-4.10 (m, 6H), 6.90 (d, J= 9.9 Hz, IH), 7.11 (d, J= 7.2 Hz, IH), 7.32-7.76 (m, 8H); ESI-MS (m/z) 454.88 (M)+.

The synthetic route of 42861-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2008/62276; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6828-35-9, These common heterocyclic compound, 6828-35-9, name is 5-Chloro-2-iodoaniline, 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: 2-Iodoaniline 2a (65.7 mg, 0.3 mmol), Cu(OAc)2 (6 mg, 10%), KOtBu (101 mg, 0.9 mmol), DMAc (1.0 mL) were mixed in a Schlenck tube and then to the mixture was added 2-(phenylethynyl)benzonitrile1a (74 mg, 0.36 mmol) under N2. The reaction mixture was stirred for 12 h at 120 C under N2. After the reaction was completed (monitored by TLC), the reaction mixture was then diluted with water and extracted with ethyl acetate. After the combined organic layers were washed with brine, dried over Na2SO4, and concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate as eluent to afford the pure product 3

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

Reference:
Article; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, 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.

The compound represented by the formula (1d) was synthesized by the following method.First, in the four-necked flask purged with argon by the following procedure,3,5-dibromo-2-cyclohexyloxythiophene[Document description: K.K. Morimitsu, K.M. Shibata, S. Kobatake, M.M. Irie, J.M. Org. Chem. , 67, 4574-4578 002)] 1.2 g (3.4 mmol)Dissolve in 60 mL of anhydrous tetrahydrofuran,Cooled to -80 C. 1.6 M n-butyllithium hexane solution 2.4 mL (3.8 mmol) was slowly added dropwise,Stir for 1 hour. Next, tributyl borate 1.1 mL(4.1 mmol) was slowly added dropwise and stirred for 1 hour.Add water to stop the reaction, return to room temperature,3,5-bis (trifluoromethyl) iodobenzene 1.2 g (3.4 mmol), Pd (PPh3) 4 80 mg,Add 6.0 mL of 20 wt% sodium carbonate aqueous solution,The set temperature of the oil bath was 80 C. and refluxed for 7 hours.After returning to room temperature, neutralize with dilute hydrochloric acid,Extracted with diethyl ether.After washing the organic layer with saturated aqueous sodium chloride solution,Add magnesium sulfate and dry,The magnesium sulfate was removed by filtration and concentrated.Then, it isolate | separates by silica gel column chromatography (Rf = 0.3) using hexane as a developing solvent, and HPLC.(Developing solvent: hexane)Yield 1.1g, Yield 66%

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-3,5-bis(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Osaka City University; Obata, Makoto; (25 pag.)JP2019/151632; (2019); A;,
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: A aqueous solution (15mL) containing 4mmol of corresponding sulfonyl chloride, 4mmol of sodium sulfite, 4mmol of sodium hydrogenocarbonate and 2mmol corresponding 2-chloromethylated imidazo[1,2-a]pyridines was heated under microwave irradiation (120C, 5bars) in a sealed vial. After disappearance of the starting materials (about 1h), monitored by TLC, the solid was collected by filtration and dried under reduced pressure to give, after purification by column chromatography on silica gel and/or recrystallization, the expected product in 25-100% yield.

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

Reference:
Article; Castera-Ducros, Caroline; Paloque, Lucie; Verhaeghe, Pierre; Casanova, Magali; Cantelli, Christophe; Hutter, Sebastien; Tanguy, Floriane; Laget, Michele; Remusat, Vincent; Cohen, Anita; Crozet, Maxime D.; Rathelot, Pascal; Azas, Nadine; Vanelle, Patrice; Bioorganic and Medicinal Chemistry; vol. 21; 22; (2013); p. 7155 – 7164;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1450754-38-7, A common heterocyclic compound, 1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, molecular formula is C7H9IN2, 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.

Into a 500-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 3-(but-3-yn-l-yl)-3-(2-iodoethyl)-3H-diazirine (5.0 g, 20.2 mmol) in DMF (250 mL), KCN (2.62 g, 40.3mmol). The resulting solution was stirred for 16 h at 60 C in an oil bath. The reaction was then quenched by the addition of 20 mL of FeS04solution. The resulting solution was extracted with 3×50 ml of ethyl acetate dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated. This resulted in 2.0 g (crude) of the title compound as a solid. MS-ESI: 148 (M+l).

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; IFM TRE, INC.; GLICK, Gary; ROUSH, William R.; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; KATZ, Jason; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI JR., Anthony William; (783 pag.)WO2019/23147; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 69113-59-3, name is 3-Iodobenzonitrile, 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 69113-59-3, category: iodides-buliding-blocks

(1) 3-[Hydroxy(1-nitronaphthalen-2-yl)methyl]benzonitrile To a solution of bis(2-dimethylaminoethyl)ether (5.62 mL, 29.8 mmol) in THF (125 mL) was added a solution of 2M isopropylmagnesium chloride in THF (14.9 mL, 29.8 mmol) dropwise under N2 atmosphere at room temperature, and stirred for 20 min. To the mixture was added 3-iodobenzonitrile (5.69 g, 24.9 mmol), and stirred for 30 min. To an ice-cold solution of the resultant mixture was added 1-nitro-2-naphthaldehyde, and stirred at room temperature for 1 hour. To the reaction mixture was poured 1M hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), to give the titled compound as a green orange oil (7.37 g, yield 97%). 1H-NMR (CDCl3, 400 MHz) delta: 2.75 (1H, d, J=4 Hz), 6.12 (1H, d, J=4 Hz), 7.4-7.5 (2H, m), 7.59 (1H, d, J=8 Hz), 7.6-7.7 (3H, m), 7.7-7.8 (2H, m), 7.92 (1H, d, J=9 Hz), 8.02 (1H, d, J=12 Hz).

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; NIPPON CHEMIPHAR CO., LTD.; Ushioda, Masatoshi; Sakuma, Shogo; Imai, Toshiyasu; Inoue, Kazuhide; US2013/184459; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 31827-94-8, 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. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, 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 32B 2-[2-(4-Iodo-phenyl)-2-oxo-ethyl]-malonic Acid Diethyl Ester Under N2, diethyl malonate (Aldrich, 8.0 g, 50 mmol) was treated with sodium hydride (1.2 g, 50 mmol) in dry THF (120 mL) at 0′ C. for 30 minute. The solution of the product of Example 32A (15.8 g, 48.6 mmol) in THF (30 mL) was then slowly added at 0′ C. and the reaction mixture stirred additional 30 minutes at room temperature. It was quenched with water (10 mL) carefully and diluted with ethyl acetate (200 mL). The mixture was then washed with brine (3*20 mL). The organic solution was concentrated to give the title compound as oil (15 g, 74%). 1H NMR (300 MHz, CDCl3) delta 1.25-1.32 (m, J=7.1, 7.1 Hz, 7H), 3.57 (d, J=7.1 Hz, 2H), 4.16-4.29 (m, 4H), 7.69 (d, J=8.5 Hz, 2H), 7.84 (d, J=8.8 Hz, 2H) ppm; MS (DCl/NH3) m/z 405 (M+H)+, 422 (M+NH4)+.

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

Reference:
Patent; Abbott Laboratories; US2005/159597; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Safety of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

22.3 g (50 mmol) of perfluoroalkyl iodide compound B-a, 17.4 g (100 mmol) of insurance powder, 8.4 g (100 mmol) of sodium hydrogencarbonate, 40 mL of acetonitrile, 60 mL of water were added to the reaction flask.Stir at room temperature overnight.After completion of the reaction, the system was extracted with ethyl acetate three times, and then washed three times with brine, dried, filtered and evaporated to dryness. The obtained crude product was recrystallized from isopropyl alcohol to give 12.4 g of product B2, yield 61%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 355-43-1, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Zhang Wei; Zhang Lijun; Xu Yongchang; Hu Jinbo; (12 pag.)CN109761953; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19718-49-1, A common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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.

A mixture of methyl 4-amino-3-iodobenzoate (5. OG, 18.0 mmol), di-tert-butyl dicarbonate (4.7g, 21.7 mmol), triethylamine (7.6 mL, 54.2 mmol), 4- (dimethylamino) pyridine (22mg, 0.18 mmol), and dichloromethane (150 mL) was heated overnight at 40 C, cooled to room temperature, concentrated under vacuum, diluted with ethyl acetate, washed with water and brine, dried (MGS04), filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the 3.4g (50%) of the desired product. MS (ESI) m/e 395 (M+NH4) + ; IH NMR (300 MHz, DMSO-D6) 8 8.51 (s, 1H), 8.33 (d, J=2.0 Hz, 1H), 7.92 (dd, J=2.0, 8.5 Hz, 1H), 7.67 (d, J=8.5 Hz, 1H), 3.84 (s, 3H), 1.48 (s, 9H).

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; ABBOTT LABORATORIES; WO2004/76424; (2004); 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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

3-Iodo-4-methylbenzoic acid (l. Og, 3. 8mmol) was heated at 80C in thionyl chloride (lOml) for 2hrs. The reaction was allowed to cool to room temperature and the excess thionyl chloride evaporated under vacuum. The residue was dissolved in DCM (lOml), cyclopropylamine (0. 32ml) and sodium carbonate (2. 0g) were added to the solution. The reaction was stirred at room temperature for 18hrs, filtered and the filtrate reduced to dryness under vacuum. The residue was triturated with ether to give N-cyclopropyl-3- iodo-4-methylbenzamide as a white solid (l. lg). NMR: 8H [2H6]-DMSO 8.46, (1H, d), 8.24, (1H, d), 7.74, (1H, dd), 7.38, (1H, d), 2.82, (1H, m), 2.38, (3H, s), 0.67, (2H, m), 0.55, (2H, m).

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; SMITHKLINE BEECHAM CORPORATION; WO2003/93248; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com