52215-41-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluoro-5-methylaniline serves as a crucial intermediate in the synthesis of pharmaceuticals, contributing to the development of new medications due to its unique structural properties that can be tailored for specific therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Fluoro-5-methylaniline is utilized as an intermediate for the production of various agrochemicals, playing a significant role in the development of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Dye and Pigment Production:
3-Fluoro-5-methylaniline is employed as a building block in the creation of dyes and pigments, where its chemical structure imparts specific color characteristics and properties to these compounds, used across different industries for coloring purposes.
Used in Organic Compounds Synthesis:
As a versatile chemical intermediate, 3-Fluoro-5-methylaniline is also used in the synthesis of other organic compounds, expanding its utility in the chemical industry for creating a diverse range of products.

InChI:InChI=1/C7H8FN/c1-5-2-6(8)4-7(9)3-5/h2-4H,9H2,1H3

Upstream product

• 618-61-1 3-methyl-5-nitro-aniline 
• 618-85-9 3,5-dinitrotoluene 
• 499-08-1 1-fluoro-3-methyl-5-nitrobenzene 
• 202865-83-6 1-bromo-3-fluoro-5-methylbenzene 

Downstream Products

• 93857-90-0 1-chloro-3-fluoro-5-methylbenzene 
• 1296270-55-7 8-(1-(3-fluoro-5-methylphenylamino)ethyl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide 
• 1214350-72-7 C₇H₆ClFO₂S 
• 1572509-84-2 3-(cyclopentylsulfamoyl)-N-(3-fluoro-5-methylphenyl)benzamide 

Relevant academic research and scientific papers

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has been a staple of organic synthesis, the direct transfer of primary amino (-NH2) and hydroxyl (-OH) groups to arylmetals in a scalable and environmentally friendly fashion remains a formidable synthetic challenge because of the absence of suitable heteroatom-transfer reagents. Here, we demonstrate the use of bench-stable N-H and N-alkyl oxaziridines derived from readily available terpenoid scaffolds as efficient multifunctional reagents for the direct primary amination and hydroxylation of structurally diverse aryl- and heteroarylmetals. This practical and scalable method provides one-step synthetic access to primary anilines and phenols at low temperature and avoids the use of transition-metal catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup conditions.

Benzylated 1,2,3-triazoles as anticoccidiostats

Substituted 5-amino-4-carbamoyl-1,2,3-triazoles 3a-w were prepared by two synthetic schemes and evaluated in vivo for anticoccidial activity. Both schemes proceeded by brominating appropriately substituted toluenes 4a-s,v to 5a-s,v. In Scheme I, the brominated benzyl analogues 5 were converted to the corresponding benzyl azides 6, which were treated with cyanoacetamide to yield 1-substituted-5-amino-4-carbamoyl-1,2,3-triazoles 3. In Scheme II, the benzyl halides 5 were employed to alkylate the sodium salt of 5-amino-4-carbamoyl-1,2,3-triazole (7). Preliminary screening data against Eimeria acervulina and E. tenella in chickens suggested structural requirements for maximizing activity. Further evaluation against a relatively resistant series of eight Eimeria field isolates revealed L-651,582 (3a) to be a highly effective coccidiostat. However, unacceptable tissue residues precluded further development. Mechanistic studies on this series of 5-amino-4-carbamoyl-1,2,3-triazoles and, in particular, on L-651,582 (3a) revealed that its mode of action does not involve inhibition of IMP dehydrogenase, but probably interferes with host cell calcium entry. In addition, L-651,582 has been found to have antiproliferative activity in several disease models and was recently reported to possess antimetastatic activity in a model of ovarian cancer progression.

The Kinetics of the Reactions of Picryl Chloride with Some Substituted Anilines. Part 5.

Arrhenius parameters have been measured for the reactions of picryl chloride with the following substituted anilines in acetonitrile: 3-amino- and 3-methyl-aniline, 3-amino-5-nitroaniline, 3-fluoro-5-methylsulphonylaniline, 3-X-5-methylanilines (X=NO2, OMe, CH3, F, Cl, Br, or I) and 3,5-X2-anilines (X = F, Cl, Br, or I).A total of 33 3,5-disubstituted anilines have now been examined for the additivity of substituent effects on the free energy of activation, and it has been shown that with the exception of 3-amino-5-nitroaniline this hypothesis reproduces experimental rate constants within a factor of 2.A rationalization is proposed for the deviations that occur in some cases when more stringent criteria of additivity are used.