98446-49-2

Basic information

• Product Name: 2,4-Dichloro-5-methoxyaniline
• Synonyms: 2,4-DICHLORO-5-METHOXYANILINE;2,4-Dichloro-5-methoxybenzenamine;5-AMINO-4,6-DICHLOROANISOLE;BENZENAMINE,2,4-DICHLORO-5-METHOXY-;4,6-Dichloro-m-anisidine;2,4-dichloro-5-methoxyphenylamine;5-Amino-2,4-dichloroanisole, 4,5-Dichloro-m-anisidine;2,4-Dichloro-5-methoxyaniline 4,6-Dichloro-m-anisidine
• CAS NO: 98446-49-2
• Molecular Formula: C₇H₇Cl₂NO
• Molecular Weight: 192.04
• EINECS: 1312995-182-4
• Product Categories: Heterocyclic Compounds;Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 98446-49-2.mol

Chemical Properties

• Melting Point: 51 °C
• Boiling Point: 290.1 °C at 760 mmHg
• Flash Point: 129.3 °C
• Appearance: White or off-white powder
• Density: 1.375 g/cm³
• Vapor Pressure: 0.00211mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 1.59±0.10(Predicted)
• CAS DataBase Reference: 2,4-Dichloro-5-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-5-methoxyaniline(98446-49-2)
• EPA Substance Registry System: 2,4-Dichloro-5-methoxyaniline(98446-49-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN2810
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 98446-49-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dichloro-5-methoxyaniline is used as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Pesticide Industry:
2,4-Dichloro-5-methoxyaniline is also used as a precursor in the production of certain pesticides, contributing to the development of effective solutions for pest control in agriculture and other industries.
Used in Dye and Pigment Industry:
2,4-Dichloro-5-methoxyaniline is utilized in the manufacture of dyes and pigments, providing a wide range of color options for various applications, including textiles, plastics, and printing inks.
It is important to handle 2,4-Dichloro-5-methoxyaniline with caution, as it may have harmful effects on human health and the environment. Proper safety measures should be taken during its production, use, and disposal to minimize potential risks.

InChI:InChI=1/C7H7Cl2NO/c1-11-7-3-6(10)4(8)2-5(7)9/h2-3H,10H2,1H3

Upstream product

• 65182-98-1 N-(2,4-dichloro-5-methoxybenzene)acetamide 
• 67669-19-6 N-(2,4-dichloro-5-hydroxyphenyl)acetamide 
• 621-42-1 meta-hydroxyacetanilide 
• 7206-70-4 4-amino-5-chloro-2-methoxybenzoic acid 
• 591-27-5 m-Hydroxyaniline 
• 24891-35-8 3-hydroxyformanilide 

Downstream Products

• 50375-04-7 1,3-dichloro-4,6-dimethoxybenzene 
• 364793-73-7 3-cyano-4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxyquinolin-7-yl trifluoromethanesulfonate 
• 364793-55-5 6-bromo-4-(2,4-dichloro-5-methoxyanilino)-3-quinolinecarbonitrile 
• 364793-60-2 7-bromo-4-[(2,4-dichloro-5-methoxyphenyl)amino]-3-quinolinecarbonitrile 
• 364793-66-8 4-(2,4-dichloro-5-methoxyanilino)-7-iodo-3-quinolinecarbonitrile 
• 622368-88-1 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]-3-quinolinecarbonitrile 
• 622369-21-5 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(1-methylpiperidin-4-yl)propoxy]quinoline-3-carbonitrile 
• 622369-46-4 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile 
• 700844-36-6 7-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-6-carbonitrile 

Relevant articles and documents

Preparation method of mecitinib raw material (by machine translation)

The method comprises the following steps: preparing,methyl 3 -(-ethyl-)-amido phenol, dichloro - 5 5-methoxyaniline (by reaction with potassium chloride) sodium 2,4 - to generate (dichloro - 5 5-methan)-methaneth, 2,4 -amidobenzylether (in a chlorine substitution reaction). 2,4 - The method comprises the following steps: reacting m-methyl-methanethinonylphenol and hydrogen peroxide, to generate, dichloro - 5 5-methoxyaniline. The method comprises the following steps of reacting m-aminophenol as a raw material to synthesize methyl chloride 2,4 - potassium, and benzoyl (and reacting; with chloromethane in, a mixture) of, sodium, chloride and methyl chloride, and reacting with chloromethane in a reaction condition. (by machine translation)

Synthetic method of bosutinib intermediate

The invention relates to a synthetic method of a bosutinib intermediate. The method comprises the following steps: reacting m-aminophenol with formic acid to generate 3-formamido phenol; carrying outa benzene ring chlorination reaction on 2, 4-dichloro-5-carboxamido phenol to generate 2, 4-dichloro-5-carboxamido phenol, carrying out a phenolic hydroxyl methylation reaction on the 2, 4-dichloro-5-carboxamido phenol to generate 2, 4-dichloro-5-carboxamido anisole, and removing formyl by using illumination to generate 2, 4-dichloro-5-methoxyaniline. The method has the advantages of mild reactionconditions, good selectivity, high yield, no need of purification of the intermediate, easily available raw materials, environmental protection, simplicity, high efficiency, energy saving, reductionof the production cost, improvement of the operation environment, simple operation, high automation degree, and especially easy realization of industrialization.

A PROCESS FOR THE PREPARATION OF BOSUTINIB

The present invention provides an improved process for the preparation of bosutinib and its intermediate 2-cyano-N-(2, 4-dichloro-5-methoxyphenyl)acetamide.

New Synthetic Process for Bosutinib

A new and improved synthetic route to bosutinib is described on a hectogram scale. The key step is the intramolecular cyclization of a 3-(2-aminophenyl)-3-oxopropanenitrile with N,N-dimethylformamide dimethyl acetal to form the 3-cyano-4-hydroxyquinoline ring of 7-(3-chloropropoxy)-6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile. A practical synthetic method to 2,4-dichloro-5-methoxyaniline is also established. Bosutinib is obtained in 18.0% yield over nine steps from acetovanillone with 98.9% purity (HPLC).

Pd(II)-catalyzed bromo- and chlorodecarboxylation of electron-rich arenecarboxylic acids

A bromo- and chlorodecarboxylation of various aromatic carboxylic acids catalyzed by Pd(II) has been developed in this work. A series of electron-rich arenecarboxylic acids gave the corresponding decarboxylative monohalogenation products under the typical reaction conditions.