Category: 64113-86-6

Romagnoli, Romeo et al. published their research in Journal of Medicinal Chemistry in 2007 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Recommanded Product: 5-Methyl-2-nitrobenzonitrile

Synthesis and Biological Evaluation of 2- and 3-Aminobenzo[b]thiophene Derivatives as Antimitotic Agents and Inhibitors of Tubulin Polymerization was written by Romagnoli, Romeo;Baraldi, Pier Giovanni;Carrion, Maria Dora;Lopez Cara, Carlota;Preti, Delia;Fruttarolo, Francesca;Pavani, Maria Giovanna;Tabrizi, Mojgan Aghazadeh;Tolomeo, Manlio;Grimaudo, Stefania;Di Antonella, Cristina;Balzarini, Jan;Hadfield, John A.;Brancale, Andrea;Hamel, Ernest. And the article was included in Journal of Medicinal Chemistry in 2007.Recommanded Product: 5-Methyl-2-nitrobenzonitrile This article mentions the following:

Two new series of inhibitors of tubulin polymerization based on the 2-amino-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene mol. skeleton and its 3-amino positional isomer were synthesized and evaluated for antiproliferative activity, inhibition of tubulin polymerization, and cell cycle effects. Although many more 3-amino derivatives have been synthesized so far, the most promising compound in this series was 2-amino-6-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]thiophene, which inhibits cancer cell growth at subnanomolar concentrations and interacts strongly with tubulin by binding to the colchicine site. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Recommanded Product: 5-Methyl-2-nitrobenzonitrile).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Recommanded Product: 5-Methyl-2-nitrobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lamara, Kaddour et al. published their research in Tetrahedron in 1994 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 64113-86-6

3H-Azepines and related systems. Part 5. Photo-induced ring expansions of o-azidobenzonitriles to 3-cyano- and 7-cyano-3H-azepin-2(1H)-ones was written by Lamara, Kaddour;Redhouse, Alan D.;Smalley, Robert K.;Thompson, J. Robin. And the article was included in Tetrahedron in 1994.HPLC of Formula: 64113-86-6 This article mentions the following:

Unlike other aryl azides bearing electron-withdrawing ortho-substituents, o-azidobenzonitriles on photolysis in aqueous-tetrahydrofuran yield mixtures of the expected 3-cyano- (I; R=CN, R1 = R2 = H) and the unexpected 7-cyano-3H-azepin-2(1H)-ones (I; R = R1 = H, R2 = CN). In one instance ring-contraction to 2-azabicyclo[3.2.0]hept-6-en-3-one II is noted. X-Ray crystallog. data for 7-cyano- (I; R = R1 = H, R2 = CN) and 4-chloro-7-cyano-3H-azepin-2-one (R = H, R1 = Cl, R2 = CN) , and for the azabicycloheptenone, are presented. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6HPLC of Formula: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fisher, T. H. et al. published their research in Journal of Organic Chemistry in 1978 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 64113-86-6

Substituent effects in free-radical reactions. A study of 4-substituted 3-cyanobenzyl free radicals was written by Fisher, T. H.;Meierhoefer, A. W.. And the article was included in Journal of Organic Chemistry in 1978.SDS of cas: 64113-86-6 This article mentions the following:

An extended Hammett treatment of the kinetics of N-bromosuccinimide bromination of I (R = H, halo, Me, Ph, MeO, NO2, PhN:N, CN, MeCO) led to a free radical substituent constant (锜介垾?. The substituent order of free-radical stabilization was F < MeO < Me < H < Cl < Ph < I < Br < NO2 < PhN:N < CN < MeCO. F and MeO destabilized the radical. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6SDS of cas: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fisher, T. H. et al. published their research in Journal of Organic Chemistry in 1978 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 64113-86-6

Substituent effects in free-radical reactions. A study of 4-substituted 3-cyanobenzyl free radicals was written by Fisher, T. H.;Meierhoefer, A. W.. And the article was included in Journal of Organic Chemistry in 1978.SDS of cas: 64113-86-6 This article mentions the following:

An extended Hammett treatment of the kinetics of N-bromosuccinimide bromination of I (R = H, halo, Me, Ph, MeO, NO2, PhN:N, CN, MeCO) led to a free radical substituent constant (σ•). The substituent order of free-radical stabilization was F < MeO < Me < H < Cl < Ph < I < Br < NO2 < PhN:N < CN < MeCO. F and MeO destabilized the radical. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6SDS of cas: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shi, Zhi-hao et al. published their research in Jingxi Huagong in 2005 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.HPLC of Formula: 64113-86-6

Nitration of m-tolunitrile and identification of the products was written by Shi, Zhi-hao;Wei, Yun-yang;Qin, Tao;Mu, Fei-hu. And the article was included in Jingxi Huagong in 2005.HPLC of Formula: 64113-86-6 This article mentions the following:

Three nitro isomers of m-tolunitrile were obtained in 92% total yield via nitration of m-tolunitrile with concentrated nitric acid (≥98%) under the following conditions: n(m-tolunitrile):n(nitric acid) = 1:10, reaction time 2 h, reaction temperature 18 ∼ 20 °C and dropping nitric acid to m-tolunitrile in ice bath. Column chromatog. followed by recrystallization gave three pure isomers 5-cyano-2-nitrotoluene, 3-cyano-4-nitrotoluene and 3-cyano-2-nitrotoluene in 43%, 37% and 12% yield resp., based on m-tolunitrile. Structure of the pure isomers was characterized by IR, 1HNMR and GS/MS. Regioselectivity of the nitration was discussed. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6HPLC of Formula: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.HPLC of Formula: 64113-86-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Heesemann, Juergen et al. published their research in Journal of the American Chemical Society in 1980 | CAS: 64113-86-6

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Formula: C8H6N2O2

Studies on monolayers. 1. Surface tension and absorption spectroscopic measurements of monolayers of surface-active azo and stilbene dyes was written by Heesemann, Juergen. And the article was included in Journal of the American Chemical Society in 1980.Formula: C8H6N2O2 This article mentions the following:

In order to develop new mols. as functional components of monolayer assemblies a series of 9 surface-active azo and stilbene compounds were synthesized. Their monolayer properties at the air-water interface were studied by surface pressure-surface area measurements and spectroscopic techniques. Small changes in the mol. structure of the surfactants (such as length of the fatty acid chain, type of the chromophore, etc.) have an immense influence on the monolayer properties. For monolayers of some of the dyes, van der Waals-like isotherms are obtained, which show a liquid expanded state, a phase transition region, and a condensed state. Monolayer absorbance spectra show that in the liquid expanded state at 100-110 Å2/mol. the chromophores lie flatly on the water surface, forming monomers. Surface absorbance-surface area isotherms show that the phase transition region of the isotherms can be assigned to a change of orientation of the chromophore axis (horizontal → vertical) and an aggregation of the chromophores (monomers → H aggregates). High dichroic and narrow absorbance bands are observed for condensed films of several dyes, which are assigned to H aggregates (planar pincushion-like arrangement of the chromophores). By means of mol. models several mol. arrangements are discussed which are consistent with the exptl. results. Numerous synthetic intermediates are included in the present paper. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Formula: C8H6N2O2).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Formula: C8H6N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : 64113-86-6

The synthetic route of 64113-86-6 has been constantly updated, and we look forward to future research findings.

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. 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Methyl-2-nitrobenzonitrile

In a 1.0 L round bottomed flask, 12.375 g of the above nitrile and 12.30 grams of methyl-4-formylbenzoate were dissolved in 500 mL MeOH and 20.25 mL NaOMe was added. The reaction is allowed to stir for 96 hours, acidified with TFA to pH 4.0, chilled for 1 hour, filtered and washed with MeOH. Yield, 7.0 g; mp 266-269 C.; MS (FAB), (C17 H12 N2 O4), calcd, 308; found 309 (MH+).

The synthetic route of 64113-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nair, Madhavan G.; US2010/260825; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Continuously updated synthesis method about 5-Methyl-2-nitrobenzonitrile

The synthetic route of 64113-86-6 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 64113-86-6, A common heterocyclic compound, 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, molecular formula is C8H6N2O2, 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.

5-Methyl-2-nitrobenzonitrile (1.92 g, 11.84 mmol) was added in portions to a stirred solution of SnCl2 (11.22 g, 59.2 mmol) in conc. HCl (12 mL) and EtOH (12 mL). The reaction temperature was maintained at 20-30 C. using an ice bath. The reaction mixture was then stirred at room temperature for 1 h and poured into an ice cold aqueous solution of NaOH (6N, app. 30 mL) to neutralize to pH7. The product was extracted into EtOAc, washed with brine, dried over MgSO4 and concentrated to provide the title product (1.56 g, 99%) as a yellow-brown solid. 1H NMR (400 MHz, DMSO-d6) delta 2.21 (s, 3H), 5.79 (bs, 2H), 6.68-6.71 (d, 1H), 7.10-7.13 (dd, 1H), 7.15 (s, 1H). 13C NMR (DMSO-d6) delta 20.13, 93.99, 116.12, 118.94, 125.38, 132.32, 135.76, 150.21. MS 133 (MH+).

The synthetic route of 64113-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SENOMYX, INC.; US2008/306053; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Brief introduction of C8H6N2O2

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, 5-Methyl-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 64113-86-6, The chemical industry reduces the impact on the environment during synthesis 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

A reaction product as prepared in Step 2 (84 g, 0.52 mol) was added to a solution of 4-methoxycarbonylbenzaldehyde (77.4 g, 0.47 mol) in tetrahydrofuran, and the mixture was stirred for 30 minutes at ambient temperature. 1,1,3,3-tetramethylguanidine (60.8 mL, 0.48 mol) was dissolved in THF (600 mL) and charged. The resulting mixture was stirred with heating at reflux for 4.5 days. The reaction was cooled to 25 C., and a mixture of AcOH (84 mL) and water (600 mL) was added drop-wise while stirring. The precipitate was filtered off and mixed with acetone (500 mL). the resulting solid was filtered off, washed with acetone, and dried to yield a yellow solid product (77.1 g, 53% yield). The overall reaction is shown below.

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, 5-Methyl-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chelsea Therapeutics, Inc.; US2009/253719; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts