Category: 67832-11-5

Adding a certain compound to certain chemical reactions, such as: 67832-11-5, name is 4-Bromo-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 67832-11-5, Computed Properties of C8H6BrN

(a) (Ss,R)-2-methyl-propane-2-sulphinic acid-[2-(5-bromo-2-cyano-phenyl)-1 – methyl-ethyl]-amide; 6.0 ml (42.8 mmol) diisopropylamine are dissolved in 80 ml THF, slowly combined with 26.7 ml (42.8 mmol) butyllithium solution (1.6 M in n-hexane) at 00C, stirred for 30 min. Then this solution is cooled to -78C and a solution of 4.0 g (20.4 mmol) 4-bromo-2-methyl-benzonithle in 15 ml THF is slowly added dropwise. This mixture is stirred for 70 minutes at -78C and then a solution of 1.5 g (10.2 mmol) (Ss)-ethylidene-N-tert.-butyl-sulphinamide (prepared analogously to J. Ellman et al. J. Org. Chem. 2001 , 66, 8772 from acetaldehyde and (Ss)-tert.-butylsulphinamide) in 15 ml THF is added dropwise. The mixture is stirred for 2.5 hours at -70 to -65C. The reaction mixture is combined with 5 ml sat. Ammonium chloride solution and after thawing it is combined with water and ethyl acetate. The aqueous phase is extracted three times with ethyl acetate, the combined organic phases are dried on sodium sulphate and evaporated to dryness in vacuo. The residue is purified by column chromatography on silica gel (eluant DCM/MeOH 100:3) Yield: 830 mg (24%) Rt value: 1.45 min (Method B) Mass spectrum: (M+H)+ = 343/345 (bromine isotope)

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2008/135524; (2008); A2;,
Nitrile – Wikipedia,
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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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-2-methylbenzonitrile

Preparation 13A; 2-methyl-4-? H-pyrrolor2.3-b1Pyridi?-1 -vObenzonitrile; A mixture of 4-bromo-2-methylbenzonitrile (5.45 g, 27.8 mmol), N, N’- dimethyiethyienediamine (0.6 mL, 5.56 mmol), CuI (530 mg, 2.78 mmol), and sodium iodide (7.9 g, 52.8 mmol) in toluene (50 mL) was heated at reflux for 28h. K3PO4 (12.3 g, 58.4 mmol) and 7-azaindole (3.28 g, 27.8 mmol) were added and the mixture was heated at reflux for another 48 h, cooled, filtered, and concentrated. SGC (5% and 10% EtOAc-hexane) of the residue gave the title product as a colorless solid. Yield 2.8 g, 43%. 1H NMR (CDCI3) delta 8.37 (br, 1H), 7.96 (d, 1H, J = 7.5 Hz), 7.86 (s, 1H), 7.80 (d, 1H, J = 8.3 Hz), 7.71 (d, 1H, J = 8.3 Hz), 7.51 (d, 1H1 J = 3.7 Hz), 7.17 (br, 1H)1 6.67 (br, 1H), 2.62 (s, 3H). MS (AP+) m/e 234 (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.

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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H6BrN

General procedure for coupling reaction: An oven-dried resealable Schlenk tube were charged with Pd(OAc)2 (6.7 mg, 0.03 mmol), Xantphos (34.7 mg, 0.06 mmol), 2-methylpropane-2-sulfinamide (145 mg, 1.2 mmol) and Cs2CO3 (650 mg, 2.0 mmol). The Schlenk tube was evacuated and back-filled with argon. 4-bromo-2-methylbenzonitrile (196 mg, 1.0 mmol) and dioxane (3 ml) were added and the Schlenk tube was then sealed with a Teflon screw cap and placed in a preheated oil bath at 100oC for 15 h. After cooling of the reaction mixture to room temperature, water was added and the reaction mixture was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated under vacuum. The product was purified by flash chromatography. Yield: 228 mg, 97 % [table-1, entry-5].

The synthetic route of 67832-11-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 67832-11-5, name is 4-Bromo-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 67832-11-5, Recommanded Product: 67832-11-5

Methyl magnesium bromide (3 M in tetrahydrofuran) was added at rt drop wise to a solution of 4-bromo-2-methylbenzonitrile (4 g) in dry THF (15 mL) and was then heated to reflux for 2 h and then stirred at rt for 3 d. The mixture was chilled in an ice bath, saturated aqueous ammonium chloride solution (100 mL) was added and the mixture was extracted with EtOAc. The combined organic layers were concentrated under reduced pressure and the remaining residue was treated with 4 N HCl at 0 C. and was stirred at rt for 18 h. The mixture was extracted with EtOAc and the organic layer was washed with water, dried and the solvent was removed under reduced pressure to yield the desired product (88% yield).

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Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194443; (2014); A1;,
Nitrile – Wikipedia,
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Synthetic Route of 67832-11-5, A common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, molecular formula is C8H6BrN, 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.

EXAMPLE 164A 4′-methoxy-3-methyl-1,1′-biphenyl-4-carbonitrile 4-Bromo-2-methylbenzonitrile (4.9 g, 25.0 mmol), Pd(PPh3)4 (578 mg) in benzene (50 mL) and 2.0 M aqueous solution of Na2CO3 (25 mL, 50.0 mmol) was treated with 4-methoxyphenylboronic acid (4.56 g, 30.0 mmol) in ethanol (20 mL) and heated at 75 C. for 17 hours. The mixture was allowed to cool to room temperature and the phases were separated. The aqueous phase was extracted with diethyl ether (3*40 mL). The original benzene layer and the diethyl ether extracts were combined, filtered over celite, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by chromatography over silica using a mixture of hexane/CH2Cl2 (3:1) to provide the title compound as a white powder (5.73 g, 85 % yield). 1H-NMR (300 MHz, CDCl3) delta 2.35 (3H), 3.70 (s, 3H), 6.80-7.50 (m, 7H); MS (DCI) m/z 224 (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; Bennani, Yousseff L.; Faghih, Ramin; Dwight, Wesley J.; Vasudevan, Anil; Conner, Scott E.; US2002/137931; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 67832-11-5, These common heterocyclic compound, 67832-11-5, name is 4-Bromo-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.

Example 10; 3-(4-(5-(8-Bromo-6-(trifluor omethyl)imidazo [ 1 ,2-a] pyridin-2-yl)- 1 ,2,4-oxadiazol-3-yl)-3- methylphenyl) butanoic acid[00364] tert-Butyl 3-(4-cyano-3-methylphenyl) but-2-enoate (52).; To a stirred solution of 4-bromo-2-methylbenzonitrile (5.O g, 26 mmol) in dimethylacetamide (50 mL) was added tert-butyi crotonate (4.35 g, 30.6 mmol) and the reaction mixture was degassed with argon. To this solution, Pd(OAc)2 (0.114 g, 0.510 mmol) was added followed by tetraethylammonium chloride (4.22 g, 25.5 mmol) and the reaction was stirred at 1000C for 15 h. After completion, the reaction mixture was quenched with ice cold water and extracted with ether. The combined organic layers were washed with water, saturated NaCl solution, dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography to afford the title intermediate 52 as a yellow solid (5.2 g, yield 80%).

Statistics shows that 4-Bromo-2-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 67832-11-5.

Reference:
Patent; EXELIXIS, INC.; CANNE BANNEN, Lynne; CHAN, Diva Sze-ming; GU, Xiao-hui; MAC, Morrison, B.; NG, Stephanie; WANG, Tie-lin; WANG, Yong; XU, Wei; WO2010/65760; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 67832-11-5, 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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Asolution of nBuLi in THF (2.5 M, 4.49 mL, 11.2 mmol) was added dropwise to astirred solution of 4-bromo-2-methylbenzonitrile (2.0 g,10.2 mmol) in dry THF (100 mL) at -78 C. and the solution stirred at -78 C.for 1 h. A stream of dry CO2 was bubbled through the solution for 10 min andthe mixture warmed to 20 C. The mixture was diluted with water (100 ml) andwashed with Et2O (3¡Á20 mL). The aqueous phase was acidified to pH 2 with cHCland extracted with CHCl3 (3¡Á50 mL) and the organic fraction was dried and thesolvent evaporated to give crude acid 171 (1.05 g, 64%)

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

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 67832-11-5, The chemical industry reduces the impact on the environment during synthesis 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

Intermediate 24a) Methyl magnesium bromide (3 M in tetrahydrofuran) was added at rt drop wise to a solution of 4-bromo-2- methylbenzonitrile (4 g) in dry THF (15 mL) and was then heated to reflux for 2 h and then stirred at rt for 3 d. The mixture was chilled in an ice bath, saturated aqueous ammonium chloride solution (100 mL) was added and the mixture was extracted with EtOAc. The combined organic layers were concentrated under reduced pressure and the remaining residue was treated with 4 N HCI at 0 C and was stirred at rt for 18 h. The mixture was extracted with EtOAc and the organic layer was washed with water, dried and the solvent was removed under reduced pressure to yield the desired product (88% yield).

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

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; WACHTEN, Sebastien; KLESS, Achim; VOSS, Felix; RITTER, Stefanie; WO2014/108337; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

67832-11-5, name is 4-Bromo-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. Quality Control of 4-Bromo-2-methylbenzonitrile

Example 1: Synthesis of 4-{4-{1-hydroxyethyl)pyridin-3-yl)-2-methylbenzonitrileStep 1: 2-methyl-4-(4,4,5l5-tetramethyl-1 ,3 2-dioxaborolan-2-yl)benzonitrile (1a)A mixture of 4-bromo-2-methylbenzonitrile (1 g, 5.10 mmol), bis(pinacolato)diboron (1.554 g, 6.12 mmol), potassium acetate (1.001 g, 10.20 mmol) and PdCI2(dppf).CH2CI2 adduct (0.208 g, 0.255 mmol) in 1 ,4-Dioxane (12.75 ml) was heated to 80 C for 5 hr. The mixture was concentrated, and the residue was purified via Biotage (0-10% EtOAc/heptane; SNAP50 column) giving compound 1 as white solid (860 mg, 69%). 1H NMR (400 MHz, CDCI3) delta ppm 1.28 (s, 12 H) 2.38 – 2.52 (m, 3 H) 7.51 (d, J=7.64 Hz, 1 H) 7.55 – 7.64 (m, 1 H) 7.67 (s, 1 H).

The synthetic route of 67832-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ALLAN, Martin; CHAMOIN, Sylvie; HU, Qi-Ying; IMASE, Hidetomo; PAPILLON, Julien; WO2011/61168; (2011); 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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 67832-11-5

30Step A: 4-bromo-2-ethylbenzonitrile A solution of 4-bromo-2-methylbenzonitrile (4.00 g, 20.4 mmol) in THF (40 mL) was addeddropwise to a solution of lithium diisopropylamide (2.0 M in THF, 16 mL, 32.0 mmol) in THF(10 mL) over a period of 20 mm at -78 C under nitrogen atmosphere. After 2 h, iodomethane(3.48 g, 24.5 mmol) was added dropwise over a period of 20 mm at the same temperature. Thereaction mixture was allowed to warm to room temperature and stirred for 3 h. The mixture wasre-cooled to 0 C and acidified with 1 M hydrochloric acid to pHi. The aqueous layer was extracted with ethyl acetate several times. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was then purified by flash chromatography on a silica gel column using 0-10% ethyl acetate/petroleum ether as theeluting solvents to give the title compound. ?H NIVIR (400 MHz, CDC13) 7.46 (s, 1H), 7.44-7.35 (m, 2H), 2.81 (q, J 7.7 Hz, 2H), 1.26 (t, J= 7.6 Hz, 3H).

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 67832-11-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SUZUKI, Takao; VACCA, Joseph P.; PU, Zhifa; XU, Shouning; PASTERNAK, Alexander; DAVIES, Ian; DING, Fa-Xiang; JIANG, Jinlong; DONG, Shuzhi; GU, Xin; (0 pag.)WO2016/8064; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts