Share a compound : 54454-12-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-methylbenzonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 54454-12-5, name is 3-Chloro-2-methylbenzonitrile, belongs to nitriles-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 54454-12-5, Computed Properties of C8H6ClN

A. 3-Chloro-2-methylbenzaldehyde To 3-chloro-2-methylbenzonitrile (5 g, 33 mmol) in dichloromethane (150 mL) at -78 C. was added DiBAL (1M in dichloromethane, 41 mL). The reaction mixture was stirred at -78 C. for 2 h then quenched with methanol. The mixture was warmed to 0 C and HCl (10%) was added. The ice-water bath was removed and the mixture was stirred at room temperature for 10 min. The two phases were separated and aqueous phase was extracted with dichloromethane. Combined dichloromethane was washed with brine, dried over sodium sulfate and concentrated. Column chromatography (5% ethyl acetate/hexane) gave 3-chloro-2-methylbenzaldehyde (3.5 g, 69%). 1H NMR (300 MHz, CDCl3) delta 2.64 (s, 3H), 7.21-7.26 (m, 1H), 7.50-7.53(m, 1H), 7.63-7.66 (m, 1H), 10.20 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-2-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; US2009/239918; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Analyzing the synthesis route of 54454-12-5

The synthetic route of 3-Chloro-2-methylbenzonitrile has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 54454-12-5, name is 3-Chloro-2-methylbenzonitrile, 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. Recommanded Product: 3-Chloro-2-methylbenzonitrile

Step A Preparation of 2-chloro-6-cyanobenzyl bromide To a refluxing solution of 3-chloro-2-methylbenzonitrile (2.0 g,13.2 mmol) in 20 mL of CCl4 was added 2.6 g (14.4 mmol, 1.1 eq) of N-bromosuccinimide and 0.2 g of AIBN. The solution was refluxed for 3 hours and then cooled, diluted with 500 mL of CH2 Cl2 and washed with 200 mL of H2 O and 200 mL of brine. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. The resultant oil was flash chromatographed with 5:1 hexane/ethyl acetate to yield the titled compound (1.4 g, 46%) as a yellow oil. FAB-MS: m/e=230 (M+1) 1 H NMR (400 MHz, CDCl3, ppm) d 7.63 (dd, 1H); 7.58 (dd, 1H); 7.37 (t, 1H); 4.74 (s, 2H).

The synthetic route of 3-Chloro-2-methylbenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5175164; (1992); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Research on new synthetic routes about C8H6ClN

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-Chloro-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Electric Literature of 54454-12-5, The chemical industry reduces the impact on the environment during synthesis 54454-12-5, name is 3-Chloro-2-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

General Method A for the synthesis of hydroxyamidines (A-4) To a solution of nitrile-derivative (1 .0 eq.) in MeOH (0.5 M), hydroxylamine HCI (1 .1 to 3.0 eq.) and NaHC03 (1 .1 to 3.0 eq.) was added at rt. The resulting suspension was stirred at a given temperature and time (see Table 3). The mixture was concentrated in vacuo, then EtOAc was added to the remaining residue and the org. layer was washed with brine (1x), dried (MgS04), filtered and concentrated to yield hydroxyamidine A-4.

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-Chloro-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/57435; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : 54454-12-5

According to the analysis of related databases, 54454-12-5, the application of this compound in the production field has become more and more popular.

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 54454-12-5 as follows. COA of Formula: C8H6ClN

EXAMPLE 37 Cis-2-(3-chloro-o-toluoyl)-3-hydroxycrotononitrile A 4.5 g. portion of potassium tertiary butoxide is added to 700 ml. of ether and then cooled in an ice-salt bath. To this is added, over 15 minutes, a mixture of 60.0 g. of 3-chloro-2-methylbenzonitrile and 22.0 ml. of acetonitrile in 300 ml. of ether. The mixture is stirred in the ice bath for 1/2 hour, allowed to warm to room temperature and then stirred for one hour. This mixture is poured into one liter of water and the layers are separated. The aqueous phase is extracted with ether and the ether layers are combined, washed four times with water and dried over magnesium sulfate. The crystals which form on evaporation are collected and recrystallized from 200 ml. of hot benzene giving 16.0 g. of beta-amino-3-chloro-2-methylcinnamonitrile. An 11.0 g. portion of the above product is added to 150 ml. of methanol and heated to solution on a steam bath.

According to the analysis of related databases, 54454-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4173650; (1979); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts