Category: 4387-36-4

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.

In a clean, dry round bottom flask fitted with a reflux condenser vented through a three way valve attached to a vacuum source and nitrogen gas was added 1.56 g (6.8 mmol) of 2-iodobenzonitrile, 0.117 (0.12 mmol) of tris(dibenzylidineacetone)-dipalladium (0), 0.8 g (19 mmol) of LiCl and 0.15 g (0.5 mmol) of triphenylarsine followed by 30 ml of N-methylpyrrolidinone (NMP). The mixture was degassed and stirred for 10 minutes at which time most of the catalyst mixture had dissolved. 3.9 g (6.21 mmol) of the product of Step B was added in 10 ml of NMP and the reaction was heated to 80° C. for 90 minutes. TLC (10percent EtOAc/hexanes) indicated complete consumption of stannane (rf=0.4) and formation of the desired product (rf=0.1). The solution was cooled to room temperature and diluted with 50 ml of EtOAc. The solution was stirred with 20 ml of saturated KF for 20 minutes. The mixture was diluted with 200 ml of EtOAc and washed with water (6.x.75 ml), brine (1.x.50 ml) and was dried over MgSO4. The mixture was filtered and concentrated in vacuo and the residue was purified by Biotage Flash chromatography over silica gel eluting with 20percent EtOAc/hexanes to give 1.91 g (54percent yield) of the title compound. 300 MHz 1H NMR (CDCl3): d 1.45 (s, 9H); 3.19 (d, 2H); 4.20-4.68 (m, 4H); 5.40 (d, 1H); 7.25-7.55 (m, 12H); 7.65 (m, 2H), 7.80 (d, 2H).

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; Merck & Co., Inc.; US6353099; (2002); B1;,
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, category: iodides-buliding-blocks

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: An oven dried two-necked round bottom flask was charged with aryl halide (1mmol) and K3PO4 (2mmol), evacuated and backfilled with argon. The azole compound (1mmol) and 2mL of DMSO were added under argon. After that Cu-NP (1.6mmol) was added and the flask was again backfilled with argon. The flask was then immersed in a preheated oil bath at 80°C until the conversion was completed (detected by TLC). The cooled mixture was partitioned between ethyl acetate (10mL) and saturated NH4Cl (10mL). The aqueous layer was extracted with ethyl acetate (2×10mL), the organic layer was washed with brine (20mL), dried over anhydrous Na2SO4 and concentrated in vacuum. The residue was purified by column chromatography on silica gel using ethyl acetate in hexane (1.5?10percent) as eluent to afford the desired product. All the products have been characterized by 1H NMR, 13C NMR, and mass spectroscopy. For new products, FTIR data were also recorded.

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; Pai, Gita; Chattopadhyay, Asoke P.; Tetrahedron Letters; vol. 57; 29; (2016); p. 3140 – 3145;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 4387-36-4, 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. 4387-36-4, name is 2-Iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A modified literature procedure was employed. ADDIN EN.CITE Finnegan1958951959517Finnegan, William G.Henry, Ronald A.Lofquist, RobertAn Improved Synthesis of 5-Substituted TetrazolesJournal of the American Chemical SocietyJournal of the American Chemical SocietyJ. Am. Chem. Soc.J Am Chem Soc3908-3911801519581958/08/01American Chemical Society0002-7863https://doi.org/10.1021/ja01548a02810.1021/ja01548a0281In a 500 mL round bottom flask equipped with magnetic stir bar, 2-iodobenzonitrile (10.0 g, 0.0436 mol), NH4Cl (4.67 g, 0.0872 mol) and NaN3 (5.67 g, 0.0872 mol) were added, followed by DMF (200 mL). Subsequently, the flask wassealed with a glass stopper and submerged in an oil bath at 130 C. Thereaction mixture was stirred vigorously for 20 h and the flask was allowed to cool down to ambient temperature. Then, distilled water (150 mL) was added to the reaction mixture, followed by 10% (v/v)aqueous HCl solution, until pH reached the value of 1-2. The product and unreacted 2-iodobenzonitrile precipitated, and was filtered, and washed with water several times. Then, 0.1 N NaOH (500 mL) was added to the precipitate to get a suspension. This suspension wasfilteredto remove the unreacted 2-iodobenzonitrile and the filtrate was collected. Subsequently, 10% (v/v) aqueous HCl solution was added to the filtrate until pH reached the value of 1-2 and the product precipitated. The precipitate was filtered, and washed with water several times, and thenwith diethyl ether. The obtained product was dried under vacuum at 40 C for 24 h and theyield was determined (8.9 g, 75%). 1H NMR (400 MHz, (CD3)2SO): delta 8.10 (d, J = 7.9 Hz, 1H), 7.60 (d, J = 4.1 Hz, 2H), 7.42 – 7.30 (m, 1H).13C{1H} NMR (101 MHz, (CD3)2SO): delta 156.97, 140.26, 132.87, 131.73, 131.01, 128.94, 98.11.

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

Reference:
Article; Vaish, Avichal; Sayala, Kapil Dev; Tsarevsky, Nicolay V.; Tetrahedron Letters; vol. 60; 35; (2019);,
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., Application In Synthesis of 2-Iodobenzonitrile

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 percent) and CuI (0.2mol percent), 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: 78percent), 1k-1s (in 77?85percent yield).

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; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
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. name: 2-Iodobenzonitrile

Example 100B 2-iodobenzamidine To a mixture of ammonium chloride (14 g) in toluene (200 mL) was added trimethylaluminum (131 mL, 2M mixture in toluene) in portions at 0° C. The mixture was stirred at 0° C. for 30 minutes. 2-Iodobenzonitrile (25 g) was added in one portion at 0° C. The mixture was stirred at 100° C. for 12 hours. The reaction mixture was cooled down to 0° C. and was quenched by addition of 200 mL of methanol. The resulting mixture was filtered. After filtering, the filtrate was concentrated under vacuum to provide the crude product which was precipitated from 500 mL of ethyl acetate to provide the title compound. 1H NMR (400 MHz, dimethyl sulfoxide-d6) delta ppm 9.47 (br s, 3H), 8.00 (m, 1H), 7.55 (m, 2H), 7.34 (ddd, J=7.88, 6.89, 2.21 Hz, 1H).

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; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); 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. 4387-36-4, name is 2-Iodobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H4IN

General procedure: F mixture of aryl halide (1.0 mmol), K4Fe(CN)6 (0.17 mmol), K2CO3 (1.0 mmol) and Pd/CuO NPs(0.024 mol percent) in DMF (5.0 mL) was heated at 120C for the appropriate time. After completion of the reaction, the mixture was cooled to room temperature and the catalyst separated from the reaction mixture using centrifuge. The resultant solution was extracted with Et2O (320 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure to give the crude product. The residue was purified by recrystallization using ethanol and water. The purity of the compounds was confirmed by 1H NMR.

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; Nasrollahzadeh, Mahmoud; Tetrahedron Letters; vol. 57; 3; (2016); p. 337 – 339;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products 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.

General procedure: An oven-dried resealable Schlenk tube were charged with CuI (10 mol percent), 1,10-phenanthroline (20percent mol), Cs2CO3 (1.4-2.0 mmol),aryl iodide (1.0 mmol).The Schlenk tube was evacuated and back-filled with argon and 2-trimethylsilyl alcohol (3mmol) and toluene (0.5 ml) were added. Schlenk tube was then sealed with a Teflon screw cap and placed in a preheated oil bath at 110°C for 14 h. The resulting suspension was cooled to room temperature and filtered through a 0.5 x 1 cm pad of silica gel, eluting with diethyl ether. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel gave the desired product.

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

Reference:
Article; Dibakar, Mullick; Prakash, Anjanappa; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam; Tetrahedron Letters; vol. 52; 41; (2011); p. 5338 – 5341;,
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, Formula: C7H4IN

0.25 mmol of 2-cyanoiodobenzene, 0 l of the cyanide reagent K4 [Fe (CN) 6] was added to a 25 mL screw test tube, Sodium acetate 0.25 mmol, 100 mg 3 wtpercent Pd / Ce ?, and then 7 mL of N, N-dimethylformamide and lmL isopropanol Organic solvent to test tube, 500W visible light irradiation under the magnetic stirring reaction, control visible light intensity of 0.74W / cm2, anti Should be the temperature of 65 ° C, 10 hours after the reaction to stop the reaction, take a small amount of reaction solution by microporous membrane filtration, methanol solvent dilution And the liquid sample to be tested, the sample to be tested with 2-cyanide iodobenzene standard, phthalonitrile standard for high-performance liquid phase detection comparison The selectivity of the reaction product was 94.1percent, the selectivity of the target product was 49.7percent, and the liquid product yield was 46.8percent. Rear Processing method for the use of cloth funnel filter washing catalyst, drying for recycling use; reaction solution by dichloromethane and water After the mixed solution was extracted, the organic layer was concentrated and the final product phthalonitrile was obtained by column chromatography. The isolated yield was 42percent

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; Nanjing University of Technology; Guo, Cheng; Gong, Xubin; Wu, Lou; Li, Qing; Wang, Jianjiang; (11 pag.)CN105777579; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 4387-36-4, The chemical industry reduces the impact on the environment during synthesis 4387-36-4, name is 2-Iodobenzonitrile, I believe this compound will play a more active role in future production and life.

2-{[(4alphaS)-l-(4-Fluorophenyl)-5-hydroxy-4alpha-methyl-l,4,4alpha,5,6,7-hexahydrocyclopenta[fJindazol-5- yl]ethynyl}benzonitrile (20-1). Disopropylamine (0.052 mL, 0.364 mmol) was added to a solution of 1-6 (112 mg, 0.363 mmol), 2-iodobenzonitrile (113 mg, 0.401 mmol), bis(triphenylphosphine)palladium30 (II) chloride (5.10 mg, 0.008 mmol), and CuI (1.38 mg, 0.008 mmol) in anhydrous THF (1.0 mL) at ambient temperature. The resulting solution was stirred at ambient temperature for 2.0 hours, then diluted with diethyl ether, filtered through a pad of celite and the solvent removed in vacuo. Purification by flash chromatography on 40 g of silica, eluting with a gradient of 0-90percent EtOAc in hexanes afforded 50 mg, 33 percent of 20-1 as a yellow foamy solid. MS (ESI): m/z = 410.2 (MH+).

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; MERCK & CO., INC.; WO2008/51532; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com