715-37-7

Basic information

• Product Name: 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER
• Synonyms: METHYL 4-AMINOTETRAFLUOROBENZOATE;4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER;4-AminotetrafluoroBenzoicacid,methylester;4-(Methoxycarbonyl)tetrafluoroaniline, Methyl 4-amino-2,3,5,6-tetrafluorobenzoate;Methyl 2,3,5,6-tetrafluoro-4-aminobenzoate;Methyl4-amino-2,3,5,6-tetrafluorobenzoate
• CAS NO: 715-37-7
• Molecular Formula: C₈H₅F₄NO₂
• Molecular Weight: 223.12
• Product Categories: pharmacetical
• Mol File: 715-37-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 116.5 °C
• Boiling Point: 313.5°C at 760 mmHg
• Flash Point: 143.4°C
• Appearance: /
• Density: 1.523g/cm³
• Vapor Pressure: 0.000493mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -2.35±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER(715-37-7)
• EPA Substance Registry System: 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER(715-37-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 715-37-7(Hazardous Substances Data)

Usage

General Description

4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER is a chemical compound used in the production of various pharmaceuticals and agrochemicals. It is a methyl ester derivative of benzoic acid, containing four fluorine atoms in its structure. 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER has applications in the development of new drugs, particularly in the fields of cancer treatment and antiviral medications. Additionally, it is used as an intermediate in the synthesis of agrochemicals, such as insecticides and herbicides. Due to its unique structure and properties, 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER is a valuable building block for the creation of diverse chemical compounds with important industrial and medicinal applications.

InChI:InChI=1/C8H5F4NO2/c1-15-8(14)2-3(9)5(11)7(13)6(12)4(2)10/h13H2,1H3

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 122590-75-4 methyl 4-azidotetrafluorobenzoate 
• 110-82-7 cyclohexane 
• 109-89-7 diethylamine 
• 108-88-3 toluene 
• 602-94-8 Pentafluorobenzoic acid 
• 36629-42-2 methyl pentafluorobenzoate 
• 67-56-1 methanol 
• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 186581-53-3 diazomethane 
• 507-09-5 tiolacetic acid 

Downstream Products

• 122590-75-4 methyl 4-azidotetrafluorobenzoate 
• 122590-82-3 methyl N-benzyl-4-amino-2,3,5,6-tetrafluorobenzoate 
• 122590-77-6 4-azido-2,3,5,6-tetrafluorobenzoic acid 
• 126695-58-7 succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate 
• 125569-00-8 N-(2,3,5,6-tetrafluoro-5-carbomethoxyphenyl)dimethylsulfimide 
• 125569-12-2 4-(N',N'-Diethyl-hydrazino)-2,3,5,6-tetrafluoro-benzoic acid methyl ester 
• 125568-99-2 2,2,3,3-tetramethyl-1-(2,3,5,6-tetrafluoro-4-carbomethoxyphenyl)aziridine 
• 1248542-49-5 4-(2,5-dimethyl-pyrrol-1-yl)-2,3,5,6-tetrafluoro-benzoic acid methyl ester 
• 138724-32-0 methyl 4-amino-2,3,5-trifluorobenzoate 

Relevant articles and documents

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

Anilide Formation from Thioacids and Perfluoroaryl Azides

A metal-free method for fast and clean anilide formation from perfluoroaryl azide and thioacid is presented. The reaction proved highly efficient, displaying fast kinetics, high yield, and good chemoselectivity. The transformation was compatible with various solvents and tolerant to a wide variety of functional groups, and it showed high performance in polar protic/aprotic media, including aqueous buffer systems. (Chemical Equation Presented).

DIHYDROOROTATE DEHYDROGENASE INHIBITORS

The invention relates to compounds of formula (I) wherein R1, R2, X1, X2, Y, Ra, Rb, Q have the meanings given in claim 1. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis and also in the treatment of cancer disorders.