5367-28-2

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-nitrotoluene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its cytotoxic properties make it a candidate for the development of drugs targeting cancer cells or other diseases where cell destruction is a therapeutic goal.
Used in Chemical Research:
As an analog of chlorphenamidine, 5-Chloro-2-nitrotoluene is used in chemical research to study its properties, reactions, and potential applications in the development of new compounds or materials. This can include exploring its use in the synthesis of dyes, pesticides, or other specialty chemicals.
Used in Material Science:
The cytotoxic properties of 5-Chloro-2-nitrotoluene may also find applications in material science, particularly in the development of materials with antimicrobial or antifungal properties. These materials could be used in various industries, such as healthcare, to prevent the growth of harmful microorganisms on surfaces.

InChI:InChI=1/C7H6ClNO2/c1-5-4-6(8)2-3-7(5)9(10)11/h2-4H,1H3

Upstream product

• 108-41-8 1-chloro-3-methylbenzene 
• 611-05-2 4-nitro-3-methylaniline 
• 7697-37-2 nitric acid 
• 100-00-5 4-chlorobenzonitrile 
• 676-58-4 methylmagnesium chloride 
• 121-14-2 2,4-dinitrotoluene 
• 43192-03-6 4-hydroxylamino-2-nitrotoluene 
• 2028-72-0 m-toluenediazonium chloride 
• 611-23-4 2-nitrosotoluene 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 49828-50-4 C₁₇H₁₉NO₄S 
• 49828-39-9 C₁₆H₁₆ClNO₃S 
• 49828-62-8 C₁₆H₁₆ClNO₄S 
• 49828-63-9 C₁₆H₁₆ClNO₅S 
• 31577-25-0 2-(bromomethyl)-4-chloro-1-nitrobenzene 
• 28291-52-3 C₁₄H₁₀Cl₂N₂O₄ 
• 107966-98-3 [2-(5-chloro-2-nitrophenyl)-1-(4-methoxyphenyl)ethyl]propanedioic acid,dimethyl ester 
• 138334-77-7 2-[2-(5-Chloro-2-nitro-phenyl)-1-(3-methoxy-phenyl)-ethyl]-malonic acid dimethyl ester 
• 138334-78-8 2-[2-(5-Chloro-2-nitro-phenyl)-1-(2-methoxy-phenyl)-ethyl]-malonic acid dimethyl ester 
• 80805-67-0 (Z)-2-(5-Chloro-2-nitro-phenyl)-3-dimethylamino-1-phenyl-propenone 
• 60326-45-6 (3-methyl-4-nitrophenyl)phenylthioether 
• 80805-69-2 (Z)-2-(5-Chloro-2-nitro-phenyl)-3-dimethylamino-1-(2-fluoro-phenyl)-propenone 
• 15138-28-0 2-(3'-Methyl-4'-nitrophenoxy)-1,3-diisopropylbenzol 

Relevant academic research and scientific papers

Nitration of deactivated aromatic compounds via mechanochemical reaction

A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.

Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides

A useful and efficient approach for the synthesis of nitroarenes from several aromatic amines (including heterocycles) using peroxide and base has been developed. This oxidative reaction is very easy to handle and afforded the products in good yields. Formation of benzamides from benzylamine was also successfully carried out with this metal-free catalytic system in good to excellent yields.

Highly efficient Sandmeyer reaction on immobilized CuI/CuII-based catalysts

Highly effective embodiment of Sandmeyer reaction has been revealed for Cu-based catalysts incorporating ionic liquid on Silochrom support. The most active catalyst (TOF = = 4000–8000 h–1) contains comparable amounts of cuprous and cupric chloride anions. The reported method allows one to carry out the reaction for anilines in the one-pot mode.

Para-Selective Halogenation of Nitrosoarenes with Copper(II) Halides

The para-selective direct bromination and chlorination of nitrosoarenes with copper(II) bromide and chloride is reported. Under mild reaction conditions, a range of halogenated arylnitroso compounds are obtained in moderate to good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of a one-pot procedure to obtain the corresponding para-halogenated aniline- and nitrobenzene derivatives.

PYRAZOLO[1,5a]PYRIMIDINE DERIVATIVES AS IRAK4 MODULATORS

Compounds of the formula I or II: wherein X, m, Ar, R1 and R2 are as defined herein. The subject compounds are useful for treatment of IRAK-mediated conditions.

Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen

Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen (ONSH) can be efficiently executed with potasium permanganate in liquid ammonia as an oxidative system for the σH adducts. The addition of RMgX to ArNO2 of stoichiometry 1:1 is accompanied with a redox process apparently of stoichiometry 2:1. Because of that, real stoichiometry of the reaction between nitroarenes and Grignard reagents is ca. 1:1.5.

2-Aryl-3,4-diphenylisoxazolin-5-ones

Contacting of appropriately substituted nitrosobenzene with diphenylcyclopropenone under reflux conditions yields novel 2-aryl-3,4-diphenylisoxazolin-5-ones, which are useful as pharmacological agents in view of their serum triglyceride and cholesterol lowering properties.