Category: 50712-68-0

Adding a certain compound to certain chemical reactions, such as: 50712-68-0, name is 4-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 50712-68-0, Computed Properties of C8H6ClN

A mixture of the oxathiazolone compound (170 mg, 1 mmol) and 4-chloro-2-methylbenzonitrile (3.03 g, 20 mmol) was heated in the microwave at 190 C. for 20 mm. A second reaction was performed and the mixtures were combined. Excess of the nitrile by-product (furonitrile) were removed in vacuo (120 C., 0.3 mbar). The residual brown solid (100 mg) was taken in hot MeOH (10 mE) and decanted from insoluble material (presumably sulphur). The MeOH solution was left at room temperature overnight. The precipitated solid was collected and dried to give compound 5-(2-chioro-4-methylphenyl)-3-(furan-2-yl)-1 ,2,4-thiadiaz- ole as brown solid, 40 mg (7%). NMR conform structure. Chemical Formula: C13R9C1N2OS; MW: 278.7; RPLC-ESMS: tj6.36 mm and mlz 277.01 (M+1); RPLC purity: 93.5 (216 nm) 91% (324 nm); ?R-NMR (300 MHz, CDC13): 7.87 (dd, J=8.1, 1H), 7.5 1-7.60 (m, 1H), 7.24-7.32 (m, 2H), 7.15-7.20 (m, 1H), 6.50-6.56 (m, 1H), 2.58 (s, 3H)

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.

Reference:
Patent; Monsanto Technology LLC; Shortt, Barry J.; South, Michael S.; Wideman, Al S.; Williams, Deryck Jeremy; (34 pag.)US2018/228158; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 50712-68-0, name is 4-Chloro-2-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 50712-68-0

In a 500 mE round-bottom flask, 4-chloro-2-meth- ylbenzonitrile (10 g, 66 mmol) was dissolved in 200 mE of methanol. To the mixture was added hydroxylammonium chloride (4.56 g, 66 mmol) followed by DIEA (diisopropylethylamine) (23 mE, 132 mmol). The mixture was heated at reflux for overnight. The solvents were removed. The residue was dissolved in 200 mE of CHC13. To the mixture was added 2-throyl chloride (10.5 ml, 66 mmol) followed by DIEA (23 mE, 132 mmol). Afier reaction completion, the mixture was extracted with chloroform and watet The organic layer was separated, washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was dissolved in 200 mE of dioxanes. To the mixture was added 1 eq of DId (N, N?-diisopropylcarbodiimide) followed by 1 eq of DIEA. The mixture was then heated at reflux overnight. Afier reaction completion, the mixture was cooled down. The solvents were removed in vacuo. The residue was then extracted with ethyl acetate and watet The organic layer was separated, washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The crude was purified by flash chromatography on silica gel in a 0-20% ethyl acetate hexanes gradient to afford 4.96 g of the desired compound 3-(4-Chloro-2-methyl-phenyl)-5-thran-2-yl-[1 ,2,4-]oxadi- azole as a white powder in an overall yield of 28.8%.

According to the analysis of related databases, 50712-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Monsanto Technology LLC; Shortt, Barry J.; South, Michael S.; Wideman, Al S.; Williams, Deryck Jeremy; (34 pag.)US2018/228158; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

50712-68-0, name is 4-Chloro-2-methylbenzonitrile, 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. name: 4-Chloro-2-methylbenzonitrile

General procedure: A solution of 1-acetyl-4-acetoxy-4-phenylazo-1,2,3,4-tetrahydroquinoline (8,0.25 mmol) in dry CH2Cl2 (2 mL) was added dropwise slowly to a mixture ofnitrile 9 (0.35 mmol) and AlCl3 (0.35 mmol) in CH2Cl2 (5 mL) at -40 C under an atmosphere of nitrogen (exothermic). After stirring at this temperature for0.5 h, the reaction was allowed to warm to room temperature and stirred foradditional 1 h. Then the mixture was cooled to 0 C and extracted with H2O(1 mL 3). The combined aqueous phase was concentrated under reducedpressure and purified by reverse flash column chromatography. The collectedfractions were lyophilized to afford the respective5,6-dihydro-4H-benzo[b][1,2,4]triazolo[1,5-d][1,4]diazepinium salt 10.For the chloride salt 10, reverse flash column chromatography conditions wereas follows: C18, acetonitrile = 5% in H2O and acetonitrile; 0.5% hydrochloricacid in H2O. For the trifluoroacetic salt 10, the reverse flash columnchromatography conditions were: C18, acetonitrile = 5% in H2O andacetonitrile; 0.5% trifluoroacetic acid in H2O.The picric salts 10 were obtained by exchanging the Cl- or CF3COO- anion bytreatment with picric acid. The following procedure was representative: 0.9-1.1%picric acid solution was added dropwise into the corresponding salt 10dissolved in H2O (1 mL) and a brown suspension appeared. The picric acidsolution was added dropwise continually until no further suspension appeared.The mixture was filtered, and the filtered cake was washed with H2O (0.5 mL 2), collected and dried in vacuum to give the picric salt 10.

The synthetic route of 50712-68-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luan, Lin-bo; Song, Zi-jie; Li, Zhi-ming; Wang, Quan-rui; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 1826 – 1833;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 50712-68-0, name is 4-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 50712-68-0, Computed Properties of C8H6ClN

A mixture of the oxathiazolone compound (170 mg, 1 mmol) and 4-chloro-2-methylbenzonitrile (3.03 g, 20 mmol) was heated in the microwave at 190 C. for 20 mm. A second reaction was performed and the mixtures were combined. Excess of the nitrile by-product (furonitrile) were removed in vacuo (120 C., 0.3 mbar). The residual brown solid (100 mg) was taken in hot MeOH (10 mE) and decanted from insoluble material (presumably sulphur). The MeOH solution was left at room temperature overnight. The precipitated solid was collected and dried to give compound 5-(2-chioro-4-methylphenyl)-3-(furan-2-yl)-1 ,2,4-thiadiaz- ole as brown solid, 40 mg (7%). NMR conform structure. Chemical Formula: C13R9C1N2OS; MW: 278.7; RPLC-ESMS: tj6.36 mm and mlz 277.01 (M+1); RPLC purity: 93.5 (216 nm) 91% (324 nm); ?R-NMR (300 MHz, CDC13): 7.87 (dd, J=8.1, 1H), 7.5 1-7.60 (m, 1H), 7.24-7.32 (m, 2H), 7.15-7.20 (m, 1H), 6.50-6.56 (m, 1H), 2.58 (s, 3H)

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.

Reference:
Patent; Monsanto Technology LLC; Shortt, Barry J.; South, Michael S.; Wideman, Al S.; Williams, Deryck Jeremy; (34 pag.)US2018/228158; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 50712-68-0, A common heterocyclic compound, 50712-68-0, name is 4-Chloro-2-methylbenzonitrile, molecular formula is C8H6ClN, 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.

Step A 4-Chloro-2-(bromo-methyl)-benzonitrile 2 To a stirred solution 4-Chloro-2-methyl-benzonitrile 1(5.0 g, 33.0 mmol) in carbon tetrachloride (150 mL) was added N-bromosuccinamide (7.6 g, 42.9 mmol) and 2,2′-azobisisobutyronitrile (cat.). The reaction mixture was refluxed 6 hrs, filtered, concentrated, and partitioned between ether and water. The ether layer was dried, concentrated, and purified by silica gel chromatography (10% ether/hexanes) to yield a white solid (40%). 1H NMR (400 MHz, CDCl3) delta7.61 (d, J=8.3 Hz, 1 H, Ar), 7.57 (d, J=2.2 Hz, 1 H, Ar), 7.41 (dd, J=8.3, 2.0 Hz, 1 H, Ar), 4.59 (s, 2 H, CH2).

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.; US6376530; (2002); B1;,
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 50712-68-0 as follows. COA of Formula: C8H6ClN

Magnesium turnings (0.224 g, 9.35 mmoi) were added to a three neck RBF equipped with nitrogen flow and cold water condenser. Anhydrous THF (25 mL) was added to the reaction mixture and heated at 70-80 C. A solution of 1 -bromo-4-methy3benzene (0.80 g, 4,67 mmol) in THF (10 mL) was added over 20 minutes dropwise to the reaction mixture and the resulting mixture was retluxed at 80 C for 2 h. The resulting gray mixture was cooled to 10 C and used in next step without further purification.(e) (4-chloro-2-methylphenyl)(p-tolyl)methanammeTo a solution of 4-chloro-2~methylbenzonitrile (0.50 g, 3.31 mmoi) in anhydrous THF (15 mL) at 0 C was added solution of >-tolylmagnesium bromide in THF (15 mL) slowly over 10 minutes and the resulting mixture was allowed to warm to rt. The reaction mixture was stirred at rt for 5 h and heated to 60 C where it was further stirred for 2 h. After completion of the imine formation, the reaction mixture was cooled to 0 C and 5 mL of methanol was added very slowly followed by sodium borohydride (0.244 g, 6.62 mmol). The resulting mixture was warmed to rt and stirred overnight. After completion of the reaction, water (10 mL) was added in to the reaction mixture and the mixture was extracted with ethyl acetate (2 X 40 mL). The combined organic layers were washed with brine (25 mL), dried over Na2804, and evaporated to obtained a crude product which was purified using silica gel column chromatography using 10% ethyl acetate in hexanes to obtain the title compound (0.40 g, 40.0%) as a light brown oil. ]H NMR (400 MHz, DMSO-de) delta ppm 7.54-7.56 (d, 1 H), 7.22-7.28 (d, 1 H), 7.15-7.21 (m, 3 H), 7.1 1 -7.13 (m, 2 H), 5.16 (s, 1 IT), 2.24 (s, 3 H), 2.21 (s, 3 IT).

According to the analysis of related databases, 50712-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

50712-68-0, 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. 50712-68-0, name is 4-Chloro-2-methylbenzonitrile, A new synthetic method of this compound is introduced below.

2-(bromomethyl)-4-chlorobenzonitrileInto a 50-mL round-bottom flask, was placed a mixture of 4-chloro-2-methylbenzonitrile (1 g, 6.60 mmol, 1.00 equiv), CCl4 (15 mL), NBS (1.29 g, 7.25 mmol, 1.10 equiv) and BPO (50 mg, 0.20 mmol, 0.03 equiv). The resulted solution was stirred for 16 h at 80 C. The reaction mixture was cooled to 25 C. Then it was washed with 3¡Á15 mL of water. The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by a silica gel column and eluted with ethyl acetate/ hexane (1:50). This resulted in 0.45 g (30%) of 2-(bromomethyl)-4-chlorobenzonitrile as a light yellow solid. LC-MS (ESI) m/z: Calculated for C8H5BrClN: 228.9. found: 230 [M+H]+.

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; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

50712-68-0, 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. 50712-68-0, name is 4-Chloro-2-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 2-methyl-4-(2′,4′-dichlorophenoxy)benzonitrile A stirred solution of 4-chloro-2-methylbenzonitrile (7.8 g., 0.05 mole) and the potassium salt of 2,4-dichlorophenol (10.07 g., 0.05 mole) in 50 ml. of dimethyl acetamide was heated for 30 hours at 150 C. The cooled reaction mixture was diluted with 200 ml. of water to precipitate a brown oil. From this oil, an ether extract yielded 12.0 g. of an oil. A vacuum distillation of the oil gave 8.6 g. of 2-methyl-4-(2′,4′-dichlorophenoxy)benzonitrile with a boiling point of 163-166 C. at 0.05 mm Hg. and a melting point of 52-55 C.

The synthetic route of 4-Chloro-2-methylbenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mobil Oil Corporation; US4029493; (1977); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts