Category: 69113-59-3

Application of 69113-59-3, 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. 69113-59-3, name is 3-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of aryl iodide (1.00 equiv), organostannane(1.00 equiv) and cesium fluoride (3.00 equiv) in DMF was cooledto 0C and degassed for 10 min with argon. Then Pd(PPh3)4(0.10 equiv) and CuI (1.20 equiv) were added to the mixture and the reaction mixture was stirred for 0.5 h at 60C under argon.After the reaction was complete, the reaction mixture was diluted with CH2Cl2 and water, shaken vigorously and filtered through celite with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4, and concentrated. The product was purified by column chromatography on silica gelusing ethyl acetate-hexanes.

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

Reference:
Article; Hoshi, Ayako; Sakamoto, Takeshi; Takayama, Jun; Xuan, Meiyan; Okazaki, Mari; Hartman, Tracy L.; Buckheit, Robert W.; Pannecouque, Christophe; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3006 – 3022;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 69113-59-3, The chemical industry reduces the impact on the environment during synthesis 69113-59-3, name is 3-Iodobenzonitrile, I believe this compound will play a more active role in future production and life.

General Procedure (Stille Coupling). A mixture of aryl iodide (1.00 equiv), organostannane (1.00 equiv) and cesium fluoride (3.00 equiv) in DMF was cooled to 0 C. and degassed for 10 mm with argon. Then Pd(PPh3)4 (0.10 equiv) and Cul (1.20 equiv) were added to the mixture and the reaction mixture was stirred for 0.5 h at 60 C. under argon. Afier the reaction was complete, the reaction mixture was diluted with CH2C12 and water, shaken vigorously and filtered through celite with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2504, and concentrated. The product was purified by colunm chromatography on silica gel using ethyl acetatehexanes. The general Stille coupling procedure was followed using 3-iodobenzonitrile 40 (35 mg, 0.15 mmol), organostannane 54 (120 mg, 0.184 mmol), CsF (69 mg, 0.46 mmol), Pd(PPh3)4 (17 mg, 0.015 mmol) and Cul (34 mg, 0.18 mmol) in dry DMF (8 mE). The reaction mixture was stirred for 21 h and the product was purified by column chromatography on silica gel using 15% ethyl acetate-hexanes to give the product 21(64 mg, 90%) as a oil: ?H NMR (270 MHz, CDC13) 0 7.54-7.41 (m, 4 H), 7.06 (s, 1 H), 7.00 (s, 1 H), 6.10 (t, J=7.4 Hz, 1 H), 4.10 (s, 3 H), 3.86 (s, 3 H), 2.82 (t, J=7.4 Hz, 2 H), 2.48 (s, 3 H), 2.33 (s, 3 H), 2.30-2.23 (m, 2 H), 1.95 (quint, J=7.4 Hz, 2 H); ?3C NMR (68 MHz, CDC13) 0 166.3, 163.5, 155.8, 143.0, 139.8, 134.3, 133.8, 133.7, 132.5, 131.2, 130.8, 130.6, 130.5,129.4, 128.9, 127.2, 118.7, 112.3, 63.0, 61.3, 29.1, 26.4,24.8, 16.4, 11.0; ElMS mlz (rd intensity) 464 (M, 2.0), 466 (M+2, 0.7), 398 (17), 397 (51), 299 (13), 98 (100); HRMS (El) for C25H2535C1N403 calcd 464.1615 (Mj, found 464. 1600, C25H2537C1N403 calcd 466.1586 (M+2), found 466.1584.

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, 3-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Purdue Research Foundation; Cushman, Mark S.; Sakamoto, Takeshi; (32 pag.)US2017/267667; (2017); 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, name: 3-Iodobenzonitrile

General procedure: A mixture of CuI (Sigma-Aldrich, 0.025 mmol, 5 mol%), anhydrousK3PO4 (0.65 mmol), 2-mercaptobenzimidazole (0.5mmol), DMSO (0.2 mL), and aryl halide (0.75 mmol) were addedto a reaction vial and a screw cap was fitted to it. The reactionmixture was stirred under air in a closed system at 100 C for24 h. The heterogeneous mixture was subsequently cooled toroom temperature and diluted with dichloromethane. The combinedorganic extracts were dried with anhydrous Na2SO4, andthe solvent was removed under reduced pressure. The crudeproduct was loaded into the column using minimal amounts ofdichloromethane and was purified by silica gel column chromatographyto afford the S-arylated product. The identity andpurity of products was confirmed by 1H NMR and 13C NMRspectroscopic analysis

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, 3-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tan, Bryan Yong-Hao; Teo, Yong-Chua; Synlett; vol. 29; 15; (2018); p. 2056 – 2060;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 69113-59-3, 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. 69113-59-3, name is 3-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 6: 3-ethynylbenzonitrile (0239) 3-Iodobenzonitrile (3.115 g) and copper iodide (103 mg) were mixed and tetrahydrofuran (13 mL) and triethylamine (3.0 mL) were added to the mixture which was stirred at room temperature. After degassing and purging with argon, dichloropalladium triphenylphosphine (191 mg) was added and degassed and purged with argon. To the mixture, ethynyl(trimethyl)silane (2.38 mL) was added dropwise and the mixture was stirred overnight at room temperature. The reaction solution was filtered through Celite and an organic layer was extracted by adding ethyl acetate and water. The resulting organic layer was washed with a saturated ammonium chloride aqueous solution and a sodium chloride solution, dried over anhydrous magnesium sulphate and concentrated. The obtained residue (3.11 g) was dissolved in methanol (20 mL) to which potassium carbonate (1.8 g) was added and the mixture was stirred at room temperature for 30 minutes. The reaction solution was filtered through Celite, washed with methyl tert-butyl ether and concentrated. The obtained residue was purified by a silica gel column (n-hexane : ethyl acetate = 100:0 ? 95:5) to give a titled compound (1.22 g) having the following physical properties. Properties: pale brown liquid; TLC (Rf): 0.40 (n-hexane : ethyl acetate = 13:1).

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

Reference:
Patent; Ono Pharmaceutical Co., Ltd.; ISHIDA, Akiharu; MATSUSHITA, Takeshi; SEKIGUCHI, Tetsuya; OKABE, Yasuyuki; KOMAGATA, Tatsuya; NISHIO, Takuya; (71 pag.)EP3053916; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

69113-59-3, name is 3-Iodobenzonitrile, 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-Iodobenzonitrile

General procedure: A mixture of aryl iodide (1.00 equiv), organostannane(1.00 equiv) and cesium fluoride (3.00 equiv) in DMF was cooledto 0C and degassed for 10 min with argon. Then Pd(PPh3)4(0.10 equiv) and CuI (1.20 equiv) were added to the mixture and the reaction mixture was stirred for 0.5 h at 60C under argon.After the reaction was complete, the reaction mixture was diluted with CH2Cl2 and water, shaken vigorously and filtered through celite with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4, and concentrated. The product was purified by column chromatography on silica gelusing ethyl acetate-hexanes.

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hoshi, Ayako; Sakamoto, Takeshi; Takayama, Jun; Xuan, Meiyan; Okazaki, Mari; Hartman, Tracy L.; Buckheit, Robert W.; Pannecouque, Christophe; Cushman, Mark; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3006 – 3022;,
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, Application In Synthesis of 3-Iodobenzonitrile

3-[(2-Dimethylamino)methyl]-1-hydroxycyclohexyl]-benzonitrile Isopropylmagnesium chloride (5.4 mL of a 2M solution in THF, 10.9 mmol) was added dropwise to a solution of 3-iodobenzonitrile (2 g, 8.7 mmol) in THF (20 mL) at 0 C. After stirring for 30 min, 2-dimethylaminomethyl-cyclohexanone was added and the ice bath removed. After 1 h, the reaction was quenched with saturated aqueous ammonium chloride (20 mL) and ethyl acetate (40 mL) was added. The organic phase was separated and then extracted with an aqueous solution of 1N hydrochloric acid (2*20 mL). The acid extracts were combined and then made basic with 2N sodium hydroxide solution. The basic solution was then extracted with chloroform (3*20 mL). The organic extracts were combined, dried (K2CO3), filtered, and concentrated under reduced pressure to afford 3-[(2-dimethylamino)methyl]-1-hydroxycyclohexyl]-benzonitrile as a mixture of four diastereomers (1.66 g, 73%).

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, 3-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Carson, John R.; Pitis, Philip M.; US2005/256203; (2005); 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. 69113-59-3, name is 3-Iodobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H4IN

EXAMPLE 18.1 (+-)-3-{(6R,9aS)-[(3-chlorophenyl)ethynyl]octahydro-2H-pyrido[1,2-a]pyrazin-2-yl}pyrazine-2-carbonitrile Bis(triphenylphosphine)palladium(II) dichloride (0.018 mmol) and copper(I) iodide (0.03 mmol) were added to a microwave vial with a stir bar. 3-iodobenzonitrile (0.45 mmol) and (+-)-3-[(6R,9aS)-6-ethynyloctahydro-2H-pyrido[1,2-a]pyrazin-2-yl]pyrazine-2-carbonitrile (0.3 mmol, 80.2 mg) was dissolved in THF (1 mL) and added to the microwave vial with stirring, followed by Et3N (1 mL). The vial was sealed and microwaved at 90 C for 6 min. The resulting mixture was then diluted with DCM and washed with water. The organic phase was purified by column chromatography to yield the desired product (80.3 mg, 73%). 1H NMR 300 MHz, (CDCl3) delta (ppm): 1.41 (m, 2H); 1.72 (m, 1H); 1.87 (m, 2H); 2.12 (m, 1H); 2.21 (m, 1H); 2.31 (td, 1H); 2.95 (dd, 1H); 3.09 (dd, 1H); 3.33 (td, 1H); 3.69 (d, 1H); 4.35 (d, 1H); 4.51 (d, 1H); 7.43 (t, 1H); 7.58 (d, 1H); 7.64 (d, 1H); 7.69 (s, 1H); 8.00 (d, 1H); 8.25 (d, 1H).

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; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

69113-59-3, name is 3-Iodobenzonitrile, 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 C7H4IN

General procedure: A mixture of substituted iodobenzene (2 mmol), (5-formylfuran-2-yl)boronic acid (420 mg, 3mmol, 1.5 equiv), Pd(Ph3P)2Cl2 (0.1 mmol, 0.05 equiv, 70 mg) and potassium carbonate (6 mmol,3 equiv, 828 mg) in dioxone/H2O (6 mL/2 mL) was stirred at 100 C under argon atmosphereuntil the starting material was consumed (typically 20 h). The reaction mixture was then diluted with 25 mL of saturated brine. The mixture was then extracted with EtOAc (25 mL × 2), and the organic layers were combined, dried over Na2SO4. The concentrated crude product was purifie dby column chromatography to afford c2a-e. The second step is the same as procedure A.

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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: Aryl iodide 3 (0.2 mmol, 1.0 equiv), acrylate/styrene 4 (0.202 mmol, 1.01 equiv), DIPEA (28.4 mg, 0.22 mmol, 1.1 equiv), and Pd(I)-iodo dimer 2 (1.3 mg, 0.0015 mmol, 0.75 mol%) were weighed into a 4 mL screw cap vial, purged with argon, and dissolved in anhydrous toluene(1.5 mL). The vial was capped with a PTFE-lined screw cap and sealed with PTFE tape prior to heating to 100 C under stirring by using an aluminum heating block outside the glovebox. After 15 h, the reaction mixture was allowed to cool to r.t. and diluted with EtOAc (to 20 mL); excess base was quenched by the addition of sat. aq NH4Cl (20 mL). The organic phase was separated and the aqueous layer was extracted with EtOAc (2*20 mL). The combined organic layer was dried over MgSO4 and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

Statistics shows that 3-Iodobenzonitrile is playing an increasingly important role. we look forward to future research findings about 69113-59-3.

Reference:
Article; Sperger, Theresa; Stirner, Christopher K.; Schoenebeck, Franziska; Synthesis; vol. 49; 1; (2017); p. 115 – 120;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 69113-59-3, These common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, 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: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.1mg, 0.05mmol), iodobenzene (1) (or an other iodoaromatics, 2-18) (1.0mmol), and 2-amino-1,3,4-thiadiazol (a) (or its 5-substituted derivatives, b or c, or 2-amino-1,3-thiazole, d) (121.4mg, 1.2mmol) and triethylamine (0.5mL) were dissolved in DMF (10mL) under argon in a 100mL three-necked flask equipped with reflux condenser connected to a balloon filled with argon. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 70C and analyzed by TLC and GC-MS. The cooled reaction mixture was then concentrated and evaporated to dryness under reduced pressure. (0025) Method A. (2a, 14a, 1d-8d, 10d, 14d-16d): The residue was dissolved in chloroform (15mL) and washed three times with water (30mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. Aforesaid compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200mm), EtOAc/CHCl3 eluent mixtures (the exact ratios are specified in Characterization for each compound; isolated yields are not optimized). (0026) Method B. (1a, 3a-13a, 15a-17a, 1b, 2b, 13b, 1c, 2c, 9d, 11d-13d, 17d): Toluene (15mL) was added to the residue, the insoluble material (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

The synthetic route of 69113-59-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Kollar, Laszlo; Tetrahedron; vol. 74; 16; (2018); p. 2030 – 2040;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com