1195190-12-5

Basic information

• Product Name: 3,4-difluoro-5-methoxybenzenamine
• Synonyms: 3,4-difluoro-5-methoxybenzenamine;3,4-Difluoro-5-methoxyaniline
• CAS NO: 1195190-12-5
• Molecular Formula: C₇H₇F₂NO
• Molecular Weight: 159.1333864
• EINECS: -0
• Mol File: 1195190-12-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 3,4-difluoro-5-methoxybenzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-difluoro-5-methoxybenzenamine(1195190-12-5)
• EPA Substance Registry System: 3,4-difluoro-5-methoxybenzenamine(1195190-12-5)

Safety Data

• Hazardous Substances Data: 1195190-12-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-difluoro-5-methoxybenzenamine is used as a reagent for the preparation of azolopyrazine compounds, which are significant in the treatment of infectious diseases. Its unique structure allows for the development of new drugs with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
3,4-difluoro-5-methoxybenzenamine is utilized in the regioselective preparation of 3-alkoxy-4,5-difluoroanilines through nucleophilic aromatic substitution. This process is crucial in the synthesis of various organic compounds with specific functional groups, which can be further used in different applications, such as the production of dyes, pigments, and other specialty chemicals.

Upstream product

• 124-41-4 sodium methylate 
• 163733-96-8 3,4,5-trifluoro aniline 
• 261762-35-0 5-bromo-1,2-difluoro-3-methoxy-benzene 

Downstream Products

• 1195190-14-7 1,2-difluoro-5-isothiocyanato-3-methoxy-benzene 
• 1195190-17-0 2-[[(3,4-difluoro-5-methoxyphenyl)amino]thioxomethyl]-1-[3-(dimethylamino)-3-oxopropyl]-hydrazinecarboxylic acid 1,1-dimethylethyl ester 

Relevant articles and documents

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.

Regioselective preparation of 3-alkoxy-4,5-difluoroanilines by S NAr

A simple and scalable procedure to introduce alcohols selectively at the 3-position of 3,4,5-trifluoroaniline is described. The procedure uses powdered NaOH as base and catalytic 15-crown-5 in refluxing toluene with a Dean-Stark trap. A short exploration of other nucleophiles and fluoroaryl electrophiles is also described.

TRISUBSTITUTED PYRAZOLES AS ACETYLCHOLINE RECEPTOR MODULATORS

The present invention relates to 1-alkyl-3-aniline-5-aryl-pyrazole derivatives and pharmaceutically acceptable salts thereof, processes for preparing them, pharmaceutical compositions containing them and their use in therapy, according to Formula (I). The