Category: 4387-36-4

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).

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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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, COA of Formula: C7H4IN

Preparation 1; 4′-Bromo-biphenyl-2-carbonitrile Combine 2-iodobenzonitrile (9. 0g, 38.5 mmol), 4-bromophenylboronic acid (10.4g, 51.8 mmol), 2M aqueous sodium carbonate (20 mL) and tetrakis (triphenylphosphine)- palladium (O) (4. 5g, 3.9 mmol) in 300 mL of dioxane and heat to 80°C under nitrogen with stirring. After 3 hours cool to room temperature and dilute with 900 mL of ethyl acetate. Wash with water (2 x 50mL), brine (1 x 50mL) and dry over sodium sulfate. Filter and evaporate to a yellow solid. Chromatograph on silica gel two times, eluting with a gradient of 100percent toluene to 1/9 ethyl acetate/toluene to give the title compound as a tan solid, 5.42 g (55percent). MS (FAB) = 257 (M) ; HPLC analysis is 95percent.

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/70916; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4387-36-4, A common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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: Method A: in a glove box, a 25 mL Schlenk tube equipped with a stir bar was charged with aryl iodides (0.25 mmol),KOtBu (56 mg, 0.5 mmol), and benzene (2.0 mL) was added by syringe. Then the Schlenk tube was sealed by a Teflon screw cap and placed in an oil bath at 100 C (preheated to 100 C) with one 24 W CFL (approximately 5 cm away). The reaction mixture was allowed to stir for 16 h. After being cooled down, the solvent was removed in vacuo and the residue was purified by chromatography on silica gel (eluent:diethyl ether/petroleum ether) to provide the corresponding product. Method B: in a glove box, a 25 mL Schlenk tube equipped with a stir bar was charged with aryl iodides (0.25 mmol), bathophenanthroline (8.3 mg, 0.025 mmol), KOtBu(56 mg, 0.5 mmol), and benzene (2.0 mL) was added by syringe. Then the Schlenk tube was sealed by a Teflon screw cap and placed with one 24 W CFL (approximately 3 cm away). The reaction mixture was allowed to stir for36 h. Then the solvent was removed in vacuo and the residue was purified by chromatography on silica gel (eluent:diethyl ether/petroleum ether) to provide the corresponding 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:
Article; Kan, Jian; Huang, Shijun; Zhao, Huaiqing; Lin, Jin; Su, Weiping; Science China Chemistry; vol. 58; 8; (2015); p. 1329 – 1333;,
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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H4IN

2-iodobenzonitrile (1.5mmol) was dissolved in a 3:2 mixture of Net3/THF (10 mL) and degassed for 30 min at room temperature. After adding of PdCl2(PPh3)2 (0.2 mol %) and CuI (0.2mol %), alkyne (1.8mmol) was added dropwise to the reaction suspension. Subsequently the reaction mixture was stirred at room temperature until completion was indicated by TLC. After the completion of the reaction, the reaction mixture was filtered, and concentrated by rotary evaporation. The crude product was purified by column chromatography (petroleum ether : ethyl acetate = 30:1) to provide 1a (yield: 78%), 1k-1s (in 77-85% yield).

According to the analysis of related databases, 4387-36-4, the application of this compound in the production field has become more and more popular.

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

Application of 4387-36-4, 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. 4387-36-4, name is 2-Iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Weigh 0.6 mM halogenated aromatic hydrocarbon in a reaction flask, add 4 mL of solvent, and fill the reaction flask with nitrogen.Deoxygenation was performed for 30 minutes and 150 muL of triethylamine and 24 mM pyrrole or its derivatives were sequentially added during the deoxygenation. After that, the reaction vessel was sealed, placed over a light-emitting diode (LED) having a wavelength of 450 nm and a power of 30 W to be irradiated, and the reaction was stirred at room temperature for 20 hours.After the end of the reaction, the light source was switched off and the reaction mixture was spin-dried. Column chromatography was performed using petroleum ether and ethyl acetate as eluents. After vacuum drying at 35° C., the carbon-carbon coupling product 6a was obtained. The nuclear magnetic resonance spectrum of compound 6a was obtained. As shown in FIG. 34 and FIG. 35 , the nuclear magnetic carbon spectrum shows that the yield of compound 6a is 96percent, as shown in Table 1. The halogenated aromatic hydrocarbon is o-iodobenzeneacetonitrile and the solvent is acetonitrile.When the pyrrole in Example 16 was replaced with N-methylpyrrole, a carbon-carbon coupling product 6b was obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6b were as shown in FIGS. 36 and 37, and the yield of compound 6b was 96percent, as shown in Table 1. When the pyrrole in Example 16 is replaced with N-phenylpyrrole, a carbon-carbon coupling product 6c is obtained. The nuclear magnetic and nuclear magnetic carbon spectra of compound 6c are shown in Figs. 38 and 39, and the yield of compound 6c is: 58percent, as shown in Table 1.

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

Reference:
Patent; Shaanxi Normal University; Fang Yu; Miao Rong; (29 pag.)CN108002991; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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. Product Details of 4387-36-4

The specific reaction operation is:100 mmol of the compound of the above formula (II), 150 mmol of the compound of the above formula (III), and 0.8 mmol of palladium acetate are added to an appropriate amount of the organic solvent N,N-dimethylacetamide (DMA) at room temperature.100 mmol of tetra-n-butylammonium bromide and 225 mmol of sodium carbonate,Then stir to warm to 95 ° C,And stirring the reaction at this temperature for 25 hours;After the reaction was completed, the reaction mixture was poured into a sufficient amount of ethyl acetate.After washing with saturated brine, the organic layer and the aqueous layer were separated.After the aqueous layer is sufficiently extracted with ethyl acetate,The combined organic layers (i.e., the organic layer washed with saturated brine and organic layer extracted from ethyl acetate) were dried over anhydrous Na2SO?The residue was eluted by flash column chromatography (a mixture of petroleum ether and ethyl acetate in a ratio of 8:1 as eluent).The eluent was collected and evaporated to remove the eluent.Thereby obtaining a compound of the above formula (I) as a white solid,The yield was 87.6percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4387-36-4, its application will become more common.

Reference:
Patent; Wenzhou Medical University Affiliated The Second Hospital ? Wenzhou Medical University Affiliated Yuying Child Hospital; Wenzhou Medical University; Wang Zhiyi; Pan Chenwei; Chen Chan; Weng Jie; Wang Xianqin; Xu Tong; Wu He; (10 pag.)CN108250103; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 4387-36-4,Some common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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.

methyl 1-(2-cyanophenyl)-1H-imidazole-4-carboxylate A mixture of methyl 1H-imidazole-4-carboxylate (400 mg, 0.003 mol), 2-iodobenzonitrile (800 mg, 0.0035 mol), L-proline (0.073 g, 0.00063 mol), potassium carbonate (0.88 g, 0.0063 mol) and copper(I) iodide (0.060 g, 0.00032 mol) in DMSO (8 mL) was allowed to stir and heated at 90 C. in a sealed tube overnight. The mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to afford methyl 1-(2-cyanophenyl)-1H-imidazole-4-carboxylate. LCMS: (FA)ES+228.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodobenzonitrile, its application will become more common.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/171754; (2008); A1;,
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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Iodobenzonitrile

General procedure: To an oven-dried, Ar-flushed Schlenk flask, equipped with a magneticstir bar, was added a solution of Zn species 2 (2.0 mL, 0.5 Min THF, 1.0 mmol, 1.0 equiv). Pd(OAc)2 (4.5 mg, 0.02 mmol, 0.02equiv) and X-Phos (19 mg, 0.04 mmol, 0.04 equiv) were added, followedby aromatic halide substrate 3 (0.7 equiv). The mixture wasstirred at 50 °C for 1 h and then poured into a solution of NH4Cl?EtOAc (25 mL/25 mL). The crude product was separated and the aqphase extracted with EtOAc (3 × 25 mL). The combined organiclayers were dried over MgSO4, filtered and concentrated in vacuo.

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 4387-36-4.

Reference:
Article; Blanc, Romain; Groll, Klaus; Bernhardt, Sebastian; Stockmann, Paul N.; Knochel, Paul; Synthesis; vol. 46; 8; (2014); p. 1052 – 1058;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, name: 2-Iodobenzonitrile

This compound was prepared by following aliterature procedure.2 A solution of o-iodobenzonitrile(0.916 g, 4 mmol) in THF (0.5 mL)was added drop-wise to 1 M LiN(SiMe3)2 in anhydrous THF (4.4 mL, 4.4mmol) at room temperature and the reaction mixture was stirred at sametemperature overnight. i-PrOH (3 mL) was added and thecrude reaction mixture was bubbled with HCl (gas) for 15 min. The mixture waskept at 0 °C overnight. The precipitated product was filtered and washed withdiethyl ether to yield titled product as a white solid (0.961 g, 85percent). Mp291°C; 1H NMR (500 MHz, DMSO-d6) delta 8.90 (s, 4H), 8.01 (dd, J = 8.0, 1.0 Hz, 1H), 7.63 ? 7.49 (m,2H), 7.35 (ddd, J = 7.9, 7.2, 2.0 Hz,1H); 13C NMR (126 MHz, DMSO) delta 167.64, 139.23, 135.90, 132.71,128.92, 128.27, 94.88; IR (neat) 3038, 1664, 1588, 1404 cm-1; HRMScalcd for C7H8IN2 (M++1) + [-HCl]:246.9727, found 246.9719.

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.

Electric Literature of 4387-36-4, A common heterocyclic compound, 4387-36-4, name is 2-Iodobenzonitrile, molecular formula is C7H4IN, 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.

S1:100 mmol of the compound of the above formula (1), 200 mmol of the compound of the above formula (2), 0.4 mmol of palladium acetate, and 150 mmol of tetra-n-butylammonium bromide were added to an appropriate amount of the organic solvent N,N-dimethylacetamide (DMA) at room temperature. And 150 mmol of sodium carbonate, then stirred to raise the temperature to 120 ° C, and stirred at this temperature for 15 hours;After the reaction was completed, the reaction mixture was poured into a sufficient amount of ethyl acetate, and then washed with saturated brine, and the organic layer and aqueous layer were separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the organic layer obtained by ethyl acetate extraction were dried over anhydrous Na 2 SO 4 and evaporated under reduced pressure. The elution is carried out, the eluent is collected and the eluent is removed by evaporation.The compound of the above formula (3) is thus a white solid, the yield is 87.8percent;

The synthetic route of 4387-36-4 has been constantly updated, and we look forward to future research findings.