124289-22-1

Usage

Uses

Used in Pharmaceutical Industry:
3-Methyl-5-nitrobenzonitrile is used as an intermediate in the synthesis of various pharmaceuticals due to its reactive functional groups, facilitating the production of a range of medicinal compounds.
Used in Organic Compounds Synthesis:
It serves as a key intermediate in the synthesis of organic compounds, leveraging its chemical properties to form a variety of end products.
Used in Dye and Pigment Production:
3-Methyl-5-nitrobenzonitrile is used as a precursor in the production of dyes and pigments, capitalizing on its nitro and nitrile groups to create a spectrum of colorants for different applications.
Used in Agricultural Chemicals Manufacturing:
3-Methyl-5-nitrobenzonitrile is utilized in the manufacturing of agricultural chemicals, where its properties contribute to the development of products designed to enhance crop protection and yield.
Used in Academic Research and Material Development:
3-Methyl-5-nitrobenzonitrile is employed in academic research and the development of new materials and drugs, reflecting its importance in scientific exploration and innovation.

Upstream product

• 52488-28-5 1-bromo-3-methyl-5-nitrobenzene 
• 544-92-3 copper(I) cyanide 
• 620-22-4 3-Methylbenzonitrile 
• 89-62-3 4-methyl-2-nitroaniline 
• 827-24-7 2-bromo-4-methyl-6-nitroaniline 

Downstream Products

• 2305-37-5 3-amino-5-methylbenzoic acid 
• 52164-36-0 5-Iod-3-methylbenzophenon 
• 52107-95-6 5-Iod-3-methylbenzoylchlorid 
• 52107-90-1 3-iodo-5-methylbenzoic acid 
• 52107-81-0 5-Iod-3-methylacetophenon 
• 186552-01-2 7-methoxynaphthalene-2-sulfonic acid [1-(3-benzhydrylidenylamino-5-cyanobenzyl)-2-oxopyrrolidin-3-yl]amide 
• 186552-00-1 {1-[3-(benzhydrylidenylamino)-5-cyanobenzyl]-2-oxopyrrolidin-3-yl}carbamic acid tert-butylester 
• 186551-99-5 3-(benzhydrylidenylamino)-5-bromomethylbenzonitrile 
• 186551-98-4 3-(benzhydrylidenylamino)-5-methylbenzonitrile 
• 186551-97-3 3-amino-5-methylbenzonitrile 
• 113882-33-0 5-Methyl-3-nitrobenzoic acid 
• 124289-26-5 α-Bromo-3-cyano-5-nitrotoluene 
• 124289-28-7 α,α-Dibromo-3-cyano-5-nitrotoluene 

Relevant academic research and scientific papers

meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation

Herein, we report the meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C?H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes in a one-pot fashion. This protocol allows the synthesis of meta-nitrated arenes that are tedious to prepare or require multistep synthesis using the existing methods. The reaction tolerates a wide array of ortho/para-directing groups, such as ?F, ?Cl, ?Br, ?CH3, ?Et, ?iPr ?OCH3, and ?OCF3. It also provides regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives. The application of this method is demonstrated in the late-stage modification of complex molecules and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, we have shown that the nitro product obtained by this strategy can also be directly converted to the aniline or hindered amine through Baran's amination protocol.

Nitration of moderately deactivated arenes with nitrogen dioxide and molecular oxygen under neutral conditions. Zeolite-induced enhancement of regioselectivity and reversal of isomer ratios

In the presence of zeolites, moderately deactivated arenes such as 1-nitronaphthalene, naphthonitriles, and methylated benzonitriles can be smoothly nitrated at room temperature by the combined action of nitrogen dioxide and molecular oxygen. The regioselectivity is considerably improved as compared with the conventional nitration methodology based on nitric and sulfuric acids. In some cases, the minor isomer became favoured to a significant extent, resulting in the reversal of ordinary isomer ratios of nitration products.

Directed biosynthesis of 5'-fluoropactamycin in Streptomyces pactum

A new pactamycin analogue, 5'-fluoropactamycin, was prepared by directed biosynthesis. Supplementation of the fermentation medium of Streptomyces pactum, var. pactum with 3-amino-5-fluorobenzoic acid, an analogue of 3-aminobenzoic acid, an advanced precursor in pactamycin biosynthesis, resulted in co-production of pactamycin and the new pactamycin analogue. A similar feeding experiment with 3-amino-5-methylbenzoic acid did not result in formation of the corresponding methylated pactamycin analogue, but only in inhibition of pactamycin production. Comparison of antimicrobial and cytotoxic activities of pactamycin and 5'-fluoropactamycin showed no significant differences.