Tag: M.W=200-300

217314-45-9, name is Methyl 3-amino-5-iodobenzoate, 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. Computed Properties of C8H8INO2

To a0 C solution of aniline from step B (21.7 g, 78.3 mmol) in 3: 1CECl2 : pyridine (75mL) was added methanesulfonyl chloride (6.36mL, 82.2 mmol). The ice bath was removed after 15 minutes and the solution was. stirred overnight at rt. The reaction mixture was extracted several times with INHC1. The organic phase was dried, concentrated, and chromatographed (1: 1 EtOAc: Hex) to afford the desired sulfonamide as a white solid.

The synthetic route of 217314-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/51914; (2005); A1;,
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Synthetic Route of 135050-44-1,Some common heterocyclic compound, 135050-44-1, name is 3-Chloro-4-iodoaniline, molecular formula is C6H5ClIN, 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.

Solid NaBH(OAc)3 (4.2 g, 19.8 mmol) was added to a DCE solution (45 mL) of ethyl 3-(5-(2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate, prepared as described in Example 22, (3.9 g, 9.9 mmol), 3-chloro-4-iodoaniline (3.0 g, 11.9 mmol), and AcOH (2.8 mL, 49.4 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture diluted with EtOAc washed with water and brine, dried (Na2SO4), dry-packed onto silica gel and purified via column chromatography to yield the title compound.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chakravarty, Devraj; Kreutter, Kevin; Powell, Mark; Shook, Brian; Song, Fengbin; Xu, Guozhang; Yang, Shyh-Ming; Zhang, Rui; Zhao, Bao-Ping; US2012/302610; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4387-36-4, name is 2-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 4387-36-4, Safety of 2-Iodobenzonitrile

General procedure: To a solution of 2-iodobenzonitrile 2 (1.0equiv) in DMF were added boronic acid 3 (1.2equiv), tetrakis-(triphenylphosphine)-palladium (0.05equiv) and Na2CO3 (1.5equiv). The resulting mixture was stirred and refluxed for 6h. After termination of the reaction, the solution was cooled to room temperature, partitioned between sat. NaHCO3 soln and EtOAc, and then extracted with EtOAc. The organic phase was washed with brine and dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/diethyl ether=5:1) to afford the desired product 4 as colorless solid in 15?99percent yields.13c 4.2.1 Biphenyl-2-carbonitrile (4-1) The reaction of 2-iodobenzonitrile (500 mg, 2.18 mmol), phenylboronic acid (320 mg, 2.62 mmol), tetrakis-(triphenylphosphine)-palladium (25 mg, 0.022 mmol), and Na2CO3 (346 mg, 3.27 mmol) in DMF (20 ml) gave the title compound 4-1 (372 mg, 2.08 mmol, 95percent yield). 1H NMR (400 MHz, CDCl3) delta 7.77 (dd, J = 7.7, 1.2 Hz, 1H), 7.64 (td, J = 7.7, 1.2 Hz, 1H), 7.58-7.42 (m, 7H).

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; Kim, Youngjae; Tae, Jinsung; Lee, Kangho; Rhim, Hyewhon; Choo, Il Han; Cho, Heeyeong; Park, Woo-Kyu; Keum, Gyochang; Choo, Hyunah; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4587 – 4596;,
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Application of 573764-31-5, These common heterocyclic compound, 573764-31-5, name is 4-Chloro-3-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: A mixture of compound 3 (5 mmol), phenylboronic acid (10 mmol), Pd(Ph3P)4 (0.1 mmol), Na2CO3 (10 mmol) in 1,4-dioxane/H2O (20 mL) was stirred at 110 °C for 24 h under Ar. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo and then extracted with EtOAc. The organic layer was evaporated to give a residue, which was purified by chromatography (petroleum ether/EtOAc, 10:1) to give pure product as a yellow liquid, yield 88percent.

The synthetic route of 573764-31-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Wenlu; Sun, Qinsheng; Song, Lu; Gao, Chunmei; Liu, Feng; Chen, Yuzong; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 721 – 733;,
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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. 622-50-4, name is N-(4-Iodophenyl)acetamide, A new synthetic method of this compound is introduced below., Product Details of 622-50-4

Under nitrogen protection, 4-iodoacetanilide (0.1 mmol), sodium metabisulfite (0.2 mmol, 2.0 equiv.), Tin powder (0.3 mmol, 3.0 equiv.), 1,1′-bis (diphenylphosphino) Ferrocene palladium dichloride (0.01 mmol, 10 mol%), 1,1′-bis (diphenylphosphine) ferrocene (0.02 mmol, 20 mol%), dipotassium hydrogen phosphate trihydrate (0.2 mmol, 2.0 equiv .), Tetrabutylammonium bromide (0.15 mmol, 1.5 equiv.) Was added to the reaction tube containing the magneton, and after evacuation nitrogen three times, n-butyl bromide (0.3 mmol, 3.0 equiv.) Was added, and DMSO (1.0 mL), the reaction system was heated to 100 C for 10 hours, and the plate was detected to complete the conversion of aryl iodide. After cooling the reaction system to room temperature, it was diluted with water and extracted with ethyl acetate (10 mL * 3). Anhydrous sodium sulfate It was dried, filtered, concentrated, and separated by column chromatography to obtain 3 g (65%) of the purified target product.

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; East China Normal University; Jiang Xuefeng; Meng Yingying; Wang Ming; (40 pag.)CN110563619; (2019); A;,
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Electric Literature of 64248-58-4, 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. 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 18 a) 7.40 g (62.5 mmol) of benzimidazole is added to 2.50 g (62.5 mmol) of 60 % sodium hydride in 100 ml of NMP at room temperature, then 7.50 g (31.3 mmol) of 1 ,2-difluoro-4- iodo-benzene is added at room temperature and stirred for 24 h at 190 C. The reaction mixture is cooled at room temperature and added water, then the precipitate is filterted off, washed with ethyl acetate and dried. Yield 10.8 g (79 %). 1 H NMR (400 MHz, CDCI3): delta 8.10 (d, J = 1.9 Hz, 1 H); 8.08 (dd, J = 8.3, 2.0 Hz, 1 H); 7.76 (dd, J = 7.9, 1 .1 Hz, 2H); 7.67 – 7.58 (m, 2H); 7.48 (d, J = 8.3 Hz, 1 H); 7.33 – 7.16 (m, 6H).

The chemical industry reduces the impact on the environment during synthesis 1,2-Difluoro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SAITO, Masatoshi; NAGASHIMA, Hideaki; (118 pag.)WO2017/178864; (2017); A1;,
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Reference of 32024-15-0,Some common heterocyclic compound, 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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: Selected base (1.5×10-4 mol, 1.5 equivs), aryl iodide (1.0×10-4 mol, 1.0 equiv) and terminal alkyne (1.0×10-4 mol, 1.0 equivs) were mixed in a 10-mL vial, followed by addition of a solution of the selected catalyst (1×10-8 mol) in EtOH (1 mL). The vial was placed in a pre heated oil bath at 80 C and stirred for 4 h. After cooling to ca. 25 C, the reaction mixture was evaporated to dryness under a stream of dinitrogen followed by addition of 1.0 equivof 1,2-dimethoxyethane (NMR internal standard), and extraction of the reaction mixture with three 0.20 mL portions of CDCl3. All fractions were joined and analyzed by 1H NMR spectroscopy. The product peak assignments were based on authentic samplesor on published data [56,62-68] (several sources were used for published compounds), while the structure of two new products,i.e. 3,4-dimethoxy-5-(phenylethynyl)benzaldehyde (derived from the coupling of 3-iodo-4,5-dimethoxybenzaldehyde with phenylacetylene) and 1-fluoro-2-[(2-methylphenyl)ethynyl]benzene (prepared from 2-fluorophenylacetylene and 2-iodotoluene were undoubtedly established using NMR spectroscopy, MS and elemental analyses (see Supplementary data). Quantifications were performed upon integration of the selected peak of the product in the 1H NMR relatively to the peak of the standard.

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Valishina, Elena A.; Silva, M.Fatima C. Guedes Da; Kinzhalov, Mikhail A.; Timofeeva, Svetlana A.; Buslaeva, Tatyana M.; Haukka, Matti; Pombeiro, Armando J.L.; Boyarskiy, Vadim P.; Kukushkin, Vadim Yu.; Luzyanin, Konstantin V.; Journal of Molecular Catalysis A: Chemical; vol. 395; (2014); p. 162 – 171;,
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Adding a certain compound to certain chemical reactions, such as: 101335-11-9, name is 2-Chloro-4-fluoro-1-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 101335-11-9, Product Details of 101335-11-9

Step 1 1-[4-(2-Chloro-4-fluoro-benzoyl)-piperidin-1-yl]-ethanone 2-Chloro-4-fluoro-1-iodobenzol (5 g, 19 mmol) was solved in THF (3 mL) and at -10 C. isopropyl magnesium chloride-lithium chloride (2M in THF) was added dropwise and the mixture stirred for 30 minutes at 0 C. At -10 C. 1-acetyl-isonipecotoyl chloride was added (3.3 g, 18 mmol) solved in THF (2 mL) and the mixture stirred for 10 minutes to -10 C. and 4 h to 0 C. Water was added and the reaction extracted with dichloromethane. Chromatography with Heptane/EtOAc (2:1) gave the desired compound as a clear orange liquid (1.8 g, 33% yield). (m/e): 284.3 (M+H+).

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

Reference:
Patent; Gobbi, Luca; Jaeschke, Georg; Luebbers, Thomas; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Steward, Lucinda; US2007/197531; (2007); A1;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, molecular formula is C6H3F2I, 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. Computed Properties of C6H3F2I

A mixture of methyl indole-5-carboxylate Ij (2 g, 11.4 mmol), l-iodo-3,4-difluoro-benzene Io (1.5 mL, 12.5 mmol), CuI (0.22 g, 1.14 mmol), trans-N, N’-dimethylcyclohexane-l,2- diamine (0.54 mL, 3.43 mmol), and K3PO4 (6.06 g, 28.5 mmol) in toluene (12 mL) was heated at 110 0C for 7 hours. The reaction mixture was diluted with CH2CI2 and filtered. The solution was concentrated and the residue was purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give Ip (3.0 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 64248-58-4, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BIAN, Haiyan; CHEVALIER, Kristen, M.; CONNOLLY, Peter, J.; FLORES, Christopher, M.; LIN, Shu-chen; LIU, Li; MABUS, John; MACIELAG, Mark, J.; MCDONNELL, Mark, E.; PITIS, Philip, M.; ZHANG, Sui-po; ZHANG, Yue-mei; ZHU, Bin; CLEMENTE, Jose; WO2010/124082; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 619-58-9, name is 4-Iodobenzoic acid, 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 619-58-9, Recommanded Product: 619-58-9

To a solution of 4-iodobenzoic acid (2.48 g, 10 mmol) in THF (40 mL) under argon were successively added freshly distilled Et3N (20 mL), PdCl2(PPh3)2 (421 mg, 0.6 mmol, 6 mol%), CuI (191 mg, 1.0 mmol, 10 mol%) and trimethylsilylacetylene (2.40 mL, 17 mmol). The mixture was stirred overnight at room temperature, then filtered through a pad of celite. The residue was washed with EtOAc (100 mL) and the organic phase was successively washed with aqueous 1M HCl solution (3 x 30 mL), water (50 mL) and brine (2 x 30 mL). After drying (MgSO4), filtration and concentration under reduced pressure, the crude residue was dissolved in dry CH2Cl2 (20 mL), and chloroacetonitrile (1 mL, 15 mmol) then Et3N (2.70 mL, 20 mmol) were added. The mixture was stirred at room temperature for 2 days, then the solvents were evaporated under reduced pressure. The residue was dissolved in EtOAc (10 mL) and water (20 mL) was added. The layers were separated and the aqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic layers were successively washed with a saturated aqueous NaHCO3 solution and brine, dried over anhydrous MgSO4, filtrered and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (10% ethyl acetate/cyclohexane) to provide the pure acylcyanohydrin 8m (1.93 g, 75%) as a orange solid.

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, 4-Iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pantin, Mathilde; Bodinier, Florent; Saillour, Jordan; Youssouf, Yassine M.; Boeda, Fabien; Pearson-Long, Morwenna S.M.; Bertus, Philippe; Tetrahedron; vol. 75; 33; (2019); p. 4657 – 4662;,
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