Category: iodides-buliding-blocks

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. 624-76-0, name is 2-Iodoethanol, A new synthetic method of this compound is introduced below., Product Details of 624-76-0

0.874 g (11.5 mmol) of thioacetic acid was placed in a 100 mL three-necked flask under N2 protection,(10.0 mmol) of 2-iodoethanol and 1.749 g (11.5 mmol) of DBU were slowly added dropwise to the reaction solution. After completion of the dropwise addition, the mixture was left to stand at room temperature After the reaction, the reaction product was passed through a silica gel column (the particle size of the silica gel was 200 to 300 mesh), and the filtrate was collected to give 0.5 g of a yellow oily liquid, i.e., a middle The yield was 42%.

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liaoning University; Xia, Lin; Zhang, Aixia; Song, Peng; (14 pag.)CN104893710; (2016); B;,
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1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, 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. Application In Synthesis of 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine

The steviol (30mg, 0.1mmol), K2CO3 (27mg, 0.2mmo 1) added to the dry flask, replace the nitrogen, then added 2mL anhydrous N, N-dimethylformamide (DMF), 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (1-1) (33mg0.13mmol) dissolved in 1mL N, N-dimethyl formamide, then added to the reaction under ice bath, and the mixture was heated to 70 C, and reacted for 6 hr. The mixture was subjected to thin layer chromatography (TLC), washed with 10% HCl, after washing with saturated brine and it was dried over anhydrous sodium sulfate and separation by column chromatography gave molecular probe 1 (white solid, 34 mg, 92% yield).

The synthetic route of 1450754-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Life Sciences Institute; Xiao Youli; Li Weichao; Zhou Yiqing; (27 pag.)CN108341781; (2018); A;,
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Reference of 5458-84-4, A common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, molecular formula is C7H6INO3, 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.

1-lodo-2-methoxy-4-nitro-benzene (6.01 g, 21.54 mmol) in absolute ethanol (127 mL) was cooled with an ice bath and treated with SnC (18.83 g, 99.31 mmol). The bath was removed and the mixture was stirred at room temperature for 4 h then poured into ice (300 mL), stirred and treated carefully with saturated aqueous sodium bicarbonate (250 mL) (pH 7-8). The solid was filtered with suction and the panel washed thoroughly with EtOAc (500 mL and 4 x 200 mL). The aqueous layer was separated, dried over sodium sulphate and evaporated. Purification of the crude by flash chromatography on silica gel (hexane/EtOAc 1/1) furnished the title compound (3.17 g, 59%).

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; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria, Gabriella; BERTRAND, Jay, Aaron; GNOCCHI, Paola; MOTTO, Ilaria; NESI, Marcella; PANZERI, Achille; VIANELLO, Paola; WO2013/14039; (2013); A1;,
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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. 481075-58-5, name is 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3BrF3I

General procedure: To a stirred solution of o-bromoiodobenzene (1.3 ml, 10 mmol) in THF (10 ml) wasadded dropwise a solution of i-propylmagnesium chloride (2.0 M in THF, 5 ml, 10mmol) at -40 C. After 1 h, PCl3 (0.9 mL, 10 mmol) was added and stirred for 40 minat the same temperature. The mixture was then allowed to stand at room temperaturefor 12 h and cooled at -40 C again. A solution of proper arylmagnesium bromide (1.0M in THF, 22 ml, 22 mmol) was added dropwise. After 1 h, the resulting mixture wasthen stirred at room temperature overnight. Saturated aqueous solution of ammoniumchloride was added and the reaction mixture was extracted with Et2O three times. Thecombined organic layer was washed with water and brine and dried over magnesiumsulfate. The solvent was then evaporated in vacuo and the residue was purified bysilica gel column chromatography with hexane as eluent to afford the correspondingphosphines. After oxidation by H2O2 in acetone, the crude products were purified byusing flash chromatography with ethyl acetate as eluent, giving the pure products.Compounds 1d, 1e, 1f, 1l has been reported in our previous work.

According to the analysis of related databases, 481075-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lin, Yan; Ma, Wei-Yang; Sun, Qiao-Ying; Cui, Yu-Ming; Xu, Li-Wen; Synlett; vol. 28; 12; (2017); p. 1432 – 1436;,
Iodide – Wikipedia,
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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. 54413-93-3, name is 2-Iodo-5-methoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodo-5-methoxybenzoic acid

General procedure: A dry sealable vial was charged with sulfonimidamide 4a (368 mg, 2.00 mmol), 2-iodobenzoic acid (494 mg, 2.00 mmol), CuI (76 mg, 0.40 mmol), and K2CO3 (690 mg, 5.00 mmol) in anhyd DMF (5.0 mL). After heating to 100 °C for 2 h, the heterogeneous mixture was cooled to r.t. The mixture was diluted with water (10 mL), acidified with 2 M HCl and extracted with EtOAc (3 × 30 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by CombiFlash chromatography (silica gel, n-hexane/EtOAc, 6:4) to afford the desired product 7a as a cream solid; yield: 633 mg (90percent).

According to the analysis of related databases, 54413-93-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sen, Indira; Sasmal, Swarnendu; Hall, Roger G.; Pal, Sitaram; Synthesis; vol. 48; 21; (2016); p. 3743 – 3752;,
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Application of 401-81-0, 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. 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

To 1,4-dioxane (200 mL), 1,10-phenanthroline (2.52 g, 13.98 mmol) and copper(I) iodide (2.53 g, 13.28 mmol) were added, and cesium carbonate (36.16 g, 111.0 mmol), diethyl malonate (17.76 g, 111.0 mmol) and 3-iodobenzotrifluoride (25.12 g, 92.35 mmol) were then added thereto. After stirring under reflux for 7.5 hours, the reaction mixture was cooled to room temperature. To the reaction mixture, 1 N hydrochloric acid was added, and the mixture was filtered with a filter aid to remove solids. The filtrate was extracted twice with ethyl acetate, dried over magnesium sulfate, filtered, and the filtrate was distilled off under reduced pressure with an evaporator. The resulting crude product was purified by silica gel chromatography to obtain the title compound (21.26 g, 75.7%). 1H-NMR (CDCl3) delta 7.72-7.57 (3H, m), 7.49 (t, 1H, J=7.8 Hz), 4.66 (1H, s), 4.32-4.15 (4H, m), 1.32-1.22 (6H, m)

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-3-(trifluoromethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nippon Kayaku Kabushiki Kaisha; Hasegawa, Shinji; Kamo, Tomohiro; Kagohara, Yuma; Miyake, Takaaki; Kobayashi, Takeru; Matsuda, Ryusei; Asano, Shu; Kudamatsu, Akio; (43 pag.)US2018/310564; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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 328-73-4, Safety of 1-Iodo-3,5-bis(trifluoromethyl)benzene

Example 3. Preparation of an anion receptor (3); [Reaction Scheme 5]ClCHCCl3l-Iodo-3,5-bis-trifluoromethyl-benzene (3,5-Bis-trifluoromethyl-phenyl)-difluoro-amine 34g of l-iodo-3,5-bis-(trifluoromethyl)benzene (lOOmmol) and 35mL of tetrachloroethane were placed in a 10OmL round flask connected to a glass manifold system having an expansion valve, and the entire system went through 3 freezing – defreezing cycles under vacuum to remove air therein. The system was then filled with 6.7Og of tetrafluorohydrazine (64mmol), and the mixture was heated at 6O0C for 2 hours. During the heating process, the pressure was dropped from the lowest 525mmHg to 368mmHg. When excess gas fraction was analyzed by mass spectroscopy, it was discovered that 5.63g of tetrafluorohydrazine (54mmol) was consumed. Obtained dark colored solution was treated with mercury to remove iodine therein. A substantially transparent solution thusly obtained was then distilled to yield (3,5-bis-trifluoromethyl- phenyl)-difluoro-amine (see the Reaction Scheme 5).1H NMR (300MHz, CDCl3): ppm 7.75 (s, 2H), 8.05 (s, IH); 13C NMR (CDCl3): ppm 112.1, 113.2, 115.2, 119.6; 19F NMR (CDCl3): ppm -53.7, -64.12

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Reference:
Patent; KYUNGWON ENTERPRISE CO., LTD.; WO2007/126262; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2468-56-6, name is 6-Iodohex-1-yne, 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. SDS of cas: 2468-56-6

To a stirred solution of iodo compound 20 (6.0 g, 28.84 mmol) in anhydrous DMF (30 mL) was added sodium azide (9.37 g, 144.20 mmol) at 0 C under argon atmosphere. The resulting mixture was stirred at rt for 3.5 h, then quenched with ice cold water (50 mL) and extracted with EtOAc (2 * 40 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentratedin vacuo. The crude residue was purified by silica gel column chromatography using 10% EtOAc/hexane to afford azide compound 21 (3.23 g, 91%) as a pale-yellow liquid. HRMS (ESI) m/z calcd for [C6H9N3+H]+: 124.0875, found 124.0218. 1H NMR (400 MHz, CDCl3): delta 3.31 (t, J = 6.7 Hz, 2H), 2.24 (td, J = 6.8, 2.5 Hz, 2H), 1.97 (t, J = 2.6 Hz, 1H), 1.77-1.70 (m, 2H), 1.65-1.58 (m, 2H). 13C NMR (100 MHz, CDCl3): 83.6, 68.9, 50.9, 27.8, 25.5, 18.0.

The synthetic route of 2468-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nagendra Reddy, Chintam; Grant, Gail E.; Ye, Qiuji; Powell, William S.; Patel, Pranav; Sivendran, Sashikala; Chourey, Shishir; Wang, Rui; Anumolu, Jaganmohan R.; Rokach, Joshua; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 116 – 125;,
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Adding a certain compound to certain chemical reactions, such as: 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, 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 755027-18-0, Recommanded Product: 1-Bromo-4-iodo-2-methoxybenzene

To a solution of l-bromo-4-iodo-2-methoxybenzene (L. A. Hasvold et al., US 2004/0254159, EXAMPLE 57B) (33.45 g, 107 mmol) in MeCN (100 mL) was added acrylic acid (9.61 g, 133 mmol), Et3N (37.2 mL, 267 mmol) and palladium acetate (719 mg, 3.2 mmol). The reaction mixture was heated to 90C for 40 minutes, cooled to RT and poured into 2.4-L 1 M HCl. After stirring for 30 minutes, the solid was filtered, suspended in EtOH (230 mL) heated to reflux and allowed to cool to RT with stirring overnight. The solid was filtered and washed with 1 : 1 EtOH hexane (50 mL) to give the title compound. LRMS ESI+ (M+H)+ 257.0.

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Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
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Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 31599-60-7, name is 1-Iodo-2,3-dimethylbenzene, 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 31599-60-7, Product Details of 31599-60-7

To a solution of 1-iodo-2,3- dimethylbenzene (8) [prepared according to Chen, Y et al. Org. Lett. 2007, 9, 1899] (1 .93 g, 8.32 mmol) in carbon tetrachloride (40 mL) was added NBS (3.67 g, 20.62 mmol), AIBN (0.070 g, 0.43 mmol) and the resulting mixture was gently refluxed by irradiation with a halogen lamp (500 W) for 4 h. The precipitate was filtered and washed with a small amount of carbon tetrachloride. The filtrate was concentrated under reduce pressure, the obtained residue was dissolved in EtOAc ( 1 00 ml), successively washed with 10% NaOH solution (20 mL), water (2 x 20 ml), 10% Na2S203 solution (20 mL), water (20 mL), brine (20 raL), and dried (Na2SC>4). The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent petroleum ether) to give 1 .89 g (58.3%) of compound 9. NMR (CDC13) delta: 7.84 (dd, J=8.1 , 1 .1 Hz, 1 H), 7.33 (dd, J=7.6, 1 .1 Hz, l H), 6.97 (t, J=7.8 Hz, 1 H), 4.85 (s, 2H), 4.66 (s, 2H). The product contained ca. 15-20% of an inseparable impurity (supposedly l -bromo-2,3-bis(bromomethyl)benzene).A mixture of 1,2-bis(bromomethyl)-3-iodobenzene (9) (2.50 g, 6.41 mmol), diethyl 2-acetamidomalonate (1 .39 g, 6.41 mmol), and K2C03 (2.22 g, 1 6.06 mmol) in acetonitrile (40 mL) was refluxed for 70 h. The mixture was allowed to cool to ambient temperature, the precipitate was filtered and washed with a small amount of acetonitrile. The filtrate was concentrated under reduce pressure, the obtained residue was dissolved in EtOAc (100 mL), washed successively with saturated NaHC03 solution (30 mL), water (2 x 30 mL), brine (30 mL), and dried (Na2S04). The solvent was evaporated and the residue was purified by column chromatography on silica gel (eluent petroleum ether-ethyl acetate, gradient from 20: 1 to 20:6) to give 2 g of oil. The oil was dissolved in diethyl ether and kept in a refrigerator overnight. The precipitate was filtered and dried to give 0.4 g (14%) of a regioisomer diethyl 2-acetyl-5-iodo-l ,4-dihydroisoquinoline-3,3(2H)-dicarboxylate. NMR (CDC13) delta: 7.76 (d, J=8.0 Hz, 1H), 7.13 (d, J=7.5 Hz, 1 H), 6.94 (t, J = 7.7 Hz, 1H), 4.65 (s, 2H), 4.19 (q, J=7.1 Hz, 2H), 4.16 (q, J=7.1 Hz, 2H), 3.56 (s, 2H), 2.28 (s, 3H), 1 .22 (t, J=7.1 Hz, 3H), 1.22 (t, J=7.1 Hz, 3H). LCMS (ESI) m/z: 446 [M+H]+. The filtrate was evaporated and the residue was purified by column chromatography on silicagel (eluent petroleum ether-ethyl acetate, gradient from 20: 1 to 20:6) to give 0.95 g (33.2%) of compound (10).A solution of diethyl 2-acetyl-8-iodo-l,4-dihydroisoquinoline-3,3(2H)-dicarboxylate (10) (0.585 mmol) in 6 N HQ (10 mL) was refluxed for 5 h. The mixture was cooled and cone. NH4OH water solution was added until pH of the medium was ~7. The precipitate was filtered, washed with a small amount of water, and dried to give 0.305 g (76.7%) of compound (11). Because of a low solubility of the product in common deuterated organic solvents and deuterium oxide, the NMR spectrum was not informative. LCMS (ESI) m/z: 304 [M+H]+. The product contained ca. 15-20% of an inseparable impurity (supposedly the corresponding bromo derivative 8-bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid). LCMS (ESI) m/z: 256 [M+H]+.

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Reference:
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; JIRGENSONS, Aigars; LOZA, Einars; CHARLTON, Michael; FINN, Paul William; RIBAS DE POUPLANA, Lluis; SAINT-LEGER, Adelaide; (76 pag.)WO2016/129983; (2016); A1;,
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