Category: 623-00-7

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. 623-00-7, name is 4-Bromobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H4BrN

To a solution of 4-bromobenzonitrile (4.0 g, 22 mmol) in conc. H2SO4 (10 mL) was added dropwise at 0 C. nitric acid (6 mL). The reaction mixture was stirred at 0 C. for 30 min, and then at room temperature for 2.5 h. The resulting solution was poured into ice-water. The white precipitate was collected via filtration and washed with water until the washings were neutral. The solid was recrystallized from an ethanol/water mixture (1:1, 20 mL) twice to afford 4-bromo-3-nitrobenzonitrile as a white crystalline solid (2.8 g, 56%). 1H NMR (300 MHz, DMSO-d6) delta 8.54 (s, 1H), 8.06 (d, J=8.4 Hz, 1H), 7.99 (d, J=8.4 Hz, 1H); 13C NMR (75 MHz, DMSO-d6) delta 150.4, 137.4, 136.6, 129.6, 119.6, 117.0, 112.6; HPLC ret. time 1.96 min, 10-100% CH3CN, 5 min gradient; ESI-MS 227.1 Ink (MH+).

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; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 623-00-7, name is 4-Bromobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

4-[(4-Cyanophenyl)(hydroxy,)methylJbenzonitrile (lOu, Q1=CN, Q4=CN). To a solution ofiPrMgCl LiCl complex 1.3 M in THF (10.5 ml) at -15C 4-bromobcnzonitrilc (1.4 g, 7.6 mmol) in THF (4 ml) was added dropwise over 15 mm. The brown solution was stirred for 30 mm at -15 C and 1.5 h at it The solution was added dropwise to a yellowish solution of 4- formylbenzonitrile (1.0 g, 7.6 mmol) in THF (4 ml) over 10 mm at -15C. After 1 h stirring at 0C the light green solution was quenched with aq. sat. NH4C1 (20 ml), TBME (30 ml) andwater (20 ml) were added. After separation of the organic layer the inorganic phase was extracted with TBME (2 x 20 ml). The organic layers were washed with aq. sat. NaC1, combined, dried over Na2SO4 and concentrated at reduced pressure. To the liquid crude product (2 g) EtOAc/hept 1:2 was added. An insoluble pale yellow solid (0.54 g) was filtered off, dissolved in diethylether and precipitated with pentane to afford a pale yellow solid lOu(0.49 g, 27.5%). The mother liquor was concentrated at reduced pressure and was purified by silica gel flash chromatography (EtOAc/hept 1:2) to afford a pale yellow solid lOu (0.23 g, 13%).

The synthetic route of 623-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALLOCYTE PHARMACEUTICALS AG; BREITENSTEIN, Werner; HUERZELER, Marianne; KELLY, Terence; MANCUSO, Riccardo; SCHNEIDER, Gisbert; WEITZ-SCHMIDT, Gabriele; WO2015/189265; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

623-00-7, name is 4-Bromobenzonitrile, belongs to nitriles-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 4-Bromobenzonitrile

Example 1 4-Bromo-3-nitrobenzonitrile To a solution of 4-bromobenzonitrile (4.0 g, 22 mmol) in conc. H2SO4 (10 mL) was added dropwise at 0 C. nitric acid (6 mL). The reaction mixture was stirred at 0 C. for 30 min, and then at room temperature for 2.5 h. The resulting solution was poured into ice-water. The white precipitate was collected via filtration and washed with water until the washings were neutral. The solid was recrystallized from an ethanol/water mixture (1:1, 20 mL) twice to afford 4-bromo-3-nitrobenzonitrile as a white crystalline solid (2.8 g, 56%). 1H NMR (300 MHz, DMSO-d6) delta 8.54 (s, 1H), 8.06 (d, J=8.4 Hz, 1H), 7.99 (d, J=8.4 Hz, 1H); 13C NMR (75 MHz, DMSO-d6) delta 150.4, 137.4, 136.6, 129.6, 119.6, 117.0, 112.6; HPLC ret. time 1.96 min, 10-100% CH3CN, 5 min gradient; ESI-MS 227.1 m/z (MH+).

The synthetic route of 623-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 623-00-7, These common heterocyclic compound, 623-00-7, name is 4-Bromobenzonitrile, 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 aryl silane (0.5 mmol), aryl bromides (0.5 mmol), PdCl2(MeCN)2 (5 mol%), and CsF (0.5 mmol) was stirred at 100oC for 6 h in NMP under CO (1atm) (5 mL). Afterwards, 2 mL water was added to the reaction solution and then filtered through a filter paper and the solution was extracted by Et2O (2 mL) for three times. The organic phase was combined and evaporated under reduced pressure. The residue was purified on a SiO2 column to afford the desired product(ethyl acetate/hexane).

The synthetic route of 623-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chang, Sheng; Jin, Ying; Zhang, Xiu Rong; Sun, Yong Bing; Tetrahedron Letters; vol. 57; 19; (2016); p. 2017 – 2020;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 623-00-7, name is 4-Bromobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 623-00-7

To a solution of 4-bromobenzonitrile (4.0 g, 22 mmol) in conc. H2SO4 (10 mL) was added dropwise at 0 C. nitric acid (6 mL). The reaction mixture was stirred at 0 C. for 30 min, and then at room temperature for 2.5 h. The resulting solution was poured into ice-water. The white precipitate was collected via filtration and washed with water until the washings were neutral. The solid was recrystallized from an ethanol/water mixture (1:1, 20 mL) twice to afford 4-bromo-3-nitrobenzonitrile as a white crystalline solid (2.8 g, 56%). 1H NMR (300 MHz, DMSO-d6) delta 8.54 (s, 1H), 8.06 (d, J=8.4 Hz, 1H), 7.99 (d, J=8.4 Hz, 1H); 13C NMR (75 MHz, DMSO-d6) delta 150.4, 137.4, 136.6, 129.6, 119.6, 117.0, 112.6; HPLC ret. time 1.96 min, 10-100% CH3CN, 5 min gradient; ESI-MS 227.1 Ink (MH+).

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; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 623-00-7,Some common heterocyclic compound, 623-00-7, name is 4-Bromobenzonitrile, molecular formula is C7H4BrN, 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: Preparation of biphenyl-4-carbonitrile (38): Pd(OAc)2 (2.3 mg, 1 mmol %), 4-bromo-benzonitrile (37) (182 mg, 1.0 mmol), 4,4,6-trimethyl-2-phenyl-[1,3,2] dioxaborinane (26) (224.4 mg, 1.1 mmol), Cs2CO3 (650 mg, 2 mmol), toluene (4 mL)-methanol (1 mL) were mixed together in a small reaction tube and the mixture was heated at 60 C. The reaction progress was followed by TLC (15% ethyl acetate:hexanes). After the starting materials were consumed the mixture was cooled and filtered through celite followed by washing with toluene. The solvent was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel (15% ethyl acetate:hexanes) to obtain the title compound in 95% yield. 1H NMR (400 MHz, CDCl3): delta 7.74-7.67 (m, 4H), 7.62-7.58 (m, 2H), 7.53-7.41 (m, 3H). 13C NMR (100.6 MHz, CDCl3): delta 145.9, 139.4, 133.7, 132.9, 132.8, 129.4, 128.9, 128.0, 127.5, 119.2, 111.1

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

Reference:
Article; Myslinska, Malgorzata; Heise, Glenn L.; Walsh, Dana J.; Tetrahedron Letters; vol. 53; 24; (2012); p. 2937 – 2941;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 623-00-7, 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. 623-00-7, name is 4-Bromobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a 25mL round bottom flask containing 5mL of ethyleneglycol, aryl halide (1 equiv), trimethoxyphenylsilane (1.5equiv), NaOH (3 equiv) and Pd NPs (0.2mol%) were takenand stirred at 100C for required time. The reaction masswas cooled to room temperature after reaction completion(as monitored by TLC), followed by the recovery of Pd NPsby centrifugation at 6000rpm for 30min. The product wasthen extracted using dichloromethane (2 ¡Á 20mL) and subjectedto water wash (1 ¡Á 20mL) and brine wash (1 ¡Á 20mL)followed by drying of the organic layer over Na2SO4.Thedried organic layer was concentrated in vacuo, and the productwas purified by column chromatography using n-hexaneand ethyl acetate as eluents to aford the corresponding productsin good to excellent yields. All the coupled productswere known molecules and were confirmed by comparingthe melting point, 1H NMR and LC-MS data with authenticsamples (see Supporting Information for details).

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

Reference:
Article; Kandathil, Vishal; Dateer, Ramesh B.; Sasidhar; Patil, Shivaputra A.; Patil, Siddappa A.; Catalysis Letters; vol. 148; 6; (2018); p. 1562 – 1578;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts