Category: 21423-81-4

Related Products of 21423-81-4,Some common heterocyclic compound, 21423-81-4, name is 3-Chloro-4-methylbenzonitrile, molecular formula is C8H6ClN, 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.

Example 53 3- {5-[4-(6-Methoxy-pyridin-3-yl)-5-methyl-4H-[1,2,4]triazol-3-yl]-pyra zin-2-yl} -4-methyl-benzonitrile A mixture of 3-chloro-4-methylbenzonitrile (1g, 6. 6mmol), bis (PINACOLATO) DIBORON (1. 8G,. 7. 0MMOL), caesium carbonate (6. 4g, 19. 8MMOI) and the product of . preparation 3 (5mg, cat) in 1,4-dioxan (50mL) was heated under reflux for 4 hours. The reaction mixture was then cooled TO ROOM TEMPERATURE, FILTERED through CELITENo. AND CONCENTRATED IN VACUO. A portion of the residue (145mg, 0. 6MMOL), the product of preparation 30 (90MG, 0. 3MMOL), caesium carbonate (293mg, 0. 9mmol) and the product of preparation 3 (2mg, cat) were then dissolved in 1,4-dioxan and the mixture was heated under reflux for 18 hours. The mixture was then cooled to room temperature, filtered through Celiez and concentrated IN VACUO. Purification of the residue by . column chromatography on silica gel, eluting with dichloromethane : methanol, 100: 0 to 97: 3, afforded the title compound as a white solid in 3% yield, 3mg. HNMR (CDCl3, 400MHZ) 5 : 2.41 (s, 3H), 2.46 (s, 3H), 4.02 (s, 3H), 6.90 (d, 1H), 7.43 (d, 1H), 7.53 (DD, 1H), 7.63 (dd, 1H), 7. 70 (d, 1H), 8. 09 (d, 1H), 8.41 (d, 1H), 9. 55 (D, 1 H). MS APCI+ m/z 383 [MH] +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-methylbenzonitrile, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/28452; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 21423-81-4 as follows. Computed Properties of C8H6ClN

3-chloro-4-methylbenzonitrile (2 g, 13.2 mmol) was dissolved in carbon tetrachloride (20 ml), and N-bromosuccinimide (3.5 g, 19.8 mmol) and 2,2-azo-bis-isobutyronitrile (216 mg, 1.32 mmol) were added thereto, followed by stirring at room temperature for 12 hours. After completion of the reaction, the organic layer was separated using CH2Cl2 and H2O, and the separated organic layer was dried with MgSO4 and filtered. The filtrate was subjected to column chromatography (EA/n-Hex = 1:9), thereby obtaining 2-chloro-4-cyanobenzyl bromide (1.2 g, 5.2 mmol, 40 %).[1699] 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 2H), 7.28 (s, 1H), 4.59 (s, 2H).

According to the analysis of related databases, 21423-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HYUNDAI PHARM CO., LTD.; LEE, In Hee; PARK, Chang Min; KIM, Se Hoan; CHAE, Hee Il; PYEON, Doo Hyeok; SHIN, Myoung Hyeon; HWANG, Jeong Un; MOON, Soon Young; HA, Tae Young; KIM, So Youn; CHOI, Hyuk Joon; YOO, Myoung Hyun; LEE, Jong Chan; KIM, Young Seok; RHEE, Jae Keol; WO2012/128582; (2012); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 21423-81-4, name is 3-Chloro-4-methylbenzonitrile, molecular formula is C8H6ClN, 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. HPLC of Formula: C8H6ClN

Example 45 Preparation of 4-(Bromomethyl)-3-chlorobenzonitrile (CHO) To a stirred solution of 3-chloro-4-methylbenzonitrile (5 g, 25.4 mmol) in carbon tetrachloride (CCl4; 50 mL) under an argon atmosphere was added NBS (5.16 g, 29 mmol), and the mixture was degassed for 30 min. To this was added azobisisobutyronitrile (AIBN; 0.3 g, 1.8 mmol), and the resultant reaction mixture was heated at reflux for 4 h. The reaction mixture was cooled to ambient temperature, washed with H2O, and extracted with CH2Cl2. The combined CH2Cl2 layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude compound was purified by flash column chromatography (SiO2, 100-200 mesh; 5% EtOAc in n-Hexane) to afford the title compound as a white solid (4.8 g, 68%): mp 87-88 C.; 1H NMR (400 MHz, CDCl3) delta 7.71 (s, 1H), 7.59 (s, 2H), 4.60 (s, 2H); ESIMS m/z 229.77 ([M+H]+); IR (thin film) 2235, 752, 621 cm-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21423-81-4, its application will become more common.

Reference of 21423-81-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 21423-81-4 as follows.

Example 45 Preparation of 4-(Bromomethyl)-3-chlorobenzonitrile (CI10) To a stirred solution of 3-chloro-4-methylbenzonitrile (5 g, 25.4 mmol) in carbon tetrachloride (CCl4; 50 mL) under an argon atmosphere was added NBS (5.16 g, 29 mmol), and the mixture was degassed for 30 min. To this was added azobisisobutyronitrile (AIBN; 0.3 g, 1.8 mmol), and the resultant reaction mixture was heated at reflux for 4 h. The reaction mixture was cooled to ambient temperature, washed with water, and extracted with CH2Cl2. The combined CH2Cl2 layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude compound was purified by flash column chromatography (SiO2, 100-200 mesh; 5% EtOAc in n-Hexane) to afford the title compound as a white solid (4.8 g, 68%): mp 87-88 C.; 1H NMR (400 MHz, CDCl3) delta 7.71 (s, 1H), 7.59 (s, 2H), 4.60 (s, 2H); ESIMS m/z 229.77 ([M+H]+); IR (thin film) 2235, 752, 621 cm-1.

According to the analysis of related databases, 21423-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US9211280; (2015); B2;,
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. 21423-81-4, name is 3-Chloro-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Chloro-4-methylbenzonitrile

A mixture of 3-chloro-4-methylbenzonitrile (4.8 g), Lambda/-bromosuccinimide (5.5 g), dibenzoyl peroxide (0.43 g) and carbon tetrachloride (30 mL) was heated a reflux for 2 hours. The mixture was cooled to room temperature, filtered and washed with dichloromethane. The filtrated was washed with water, dried over sodium sulfate and the solvent removed under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (1:0 to 19:1 by volume) gave title compound, 4.1 g.1H NMR (CDCI3): delta 4.55 (s, 2H), 7.55 (m, 2H), 7.70 (m, 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; ARGENTA DISCOVERY LTD.; WO2007/36743; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts