346-34-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoroindoline-2,3-dione is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of new drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Fluoroindoline-2,3-dione is used as a building block for the development of new agrochemical products, such as pesticides and herbicides, that can help improve crop protection and yield.
Used in Dye Industry:
4-Fluoroindoline-2,3-dione is used as a chemical intermediate in the production of dyes, contributing to the development of new colorants for various applications, including textiles, plastics, and printing inks.
Used in Organic Chemistry Research:
4-Fluoroindoline-2,3-dione is employed as a research compound in organic chemistry, allowing scientists to explore its reactivity and potential applications in the synthesis of complex molecules and materials.

InChI:InChI=1/C8H4FNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12)

Upstream product

• 372-19-0 meta-fluoroaniline 
• 302-17-0 chloral hydrate 
• 344790-94-9 1-(2-(2-fluoro-6-nitrophenyl)vinyl)pyrrolidine 
• 387-43-9 4-fluoroindole 
• 769-10-8 1-fluoro-2-methyl-3-nitrobenzene 
• 350-78-7 3-fluoro-isonitrosoacetanilide 
• 350-78-7 (2E)-N-(3-fluorophenyl)-2-hydroxyiminoacetamide 

Downstream Products

• 1219834-23-7 C₁₀H₆FNO₂ 

Relevant academic research and scientific papers

Industrial preparation method of high-purity 4-fluoroisatin

The invention discloses an industrial preparation method of high-purity 4-fluoroisatin. The preparation method comprises the steps: firstly, reacting m-fluoroaniline with hydroxylamine hydrochloride and trichloracetic aldehyde, and carrying out condensation to prepare oximide acetanilide; then, cyclizing concentrated sulphuric acid, and carrying out hydrolysis to prepare a mixture of 4-fluoroisatin and 6-fluoroisatin; and then, separating and purifying the mixture of 4-fluoroisatin and 6-fluoroisatin by using an alkali solution acidolysis method to obtain high-purity 4-fluoroisatin. The industrial preparation method is simple in process, high in yield, low in production cost and suitable for industrial production.

Method for preparing indole-2,3-dione derivatives by catalytic oxidation of microwave copper/peroxyacetic acid

The invention discloses a method for preparing indole-2,3-dione derivatives by catalytic oxidation of microwave copper/peroxyacetic acid. The method comprises the following steps: a catalytic amount of catalyst copper iodide, indole, a derivative of the indole and peroxyacetic acid are added into a reaction vessel, wherein the indole, the derivative of the indole and the peroxyacetic acid are usedas raw materials, ethanol is used as a solvent, the reaction vessel is placed into a microwave reaction instrument, a reaction is performed at certain temperature and power, after a certain time, reduced-pressure concentration is performed, and a product is purified by column chromatography. The method provided by the invention is a method having novel raw materials, simple operation and high efficiency used for preparing a benzimidazole derivative; and compared with the prior art, the method provided by the invention has an obviously-accelerated reaction speed than that under conventional heating, mild reaction conditions, simple operation, a high yield, safety, low costs and environmental protection.

METHOD FOR PRODUCING 4-FLUOROISATIN DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a 4-fluoroisatin derivative including 4-fluoroisatin at high purity and at high yield. SOLUTION: Provided is a method for producing a 4-fluoroisatin, in a production process of a 4-fluoroisatin derivative represented by general formula (1), comprising: a step (A) where a toluene derivative represented by the general formula (2) is used as starting raw material, the toluene derivative is carbon-increased using DMFdialkylacetal, and thereafter, reduction is performed using a reducing agent and acid to synthesize an indol derivative represented by general formula (3); and a step (B) where the indol derivative is oxidized. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Utilizing Solubility differences to achieve regiocontrol in the synthesis of substituted quinoline-4-carboxylic acids

A practical method for the regiocontrolled synthesis of substituted quinoline-4-carboxylic acids is described. Solubility differences between the product quinoline regioisomers enable their facile separation, thus avoiding any challenging chromatographic purifications and allowing access to highly substituted quinoline compounds in three steps from commercially available anilines.

Novel synthesis of 4-or 6-substituted indirubin derivatives

A simple and convenient route for synthesis of a series of 4-or 6-substituted indirubin derivatives by oxidation and subsequent condensation of indoxyl and isatin is described. Acidic reaction conditions are crucial to the condensation of 4-substituted derivatives, whereas for the condensation of 6-substituted derivatives, both acidic and basic conditions work well. Copyright Taylor & Francis Group, LLC.

Counter-current chromatography separation of isatin derivatives using the sandmeyer methodology

A rapid and efficient method, using high-speed counter-current chromatography (HSCCC) technique, was developed for the separation of isomeric isatin derivatives, prepared following the Sandmeyer route. The biphasic solvent system composed of hexane:ethyl acetate:ethanol:water 1:0.5:0.5:1 (v/v/v/v) was used for all separations.

INDIRUBIN-TYPE COMPOUNDS, COMPOSITIONS, AND METHODS FOR THEIR USE

Compounds and compositions including 6-bromo-indirubin, 5-amino-indirubin and N-methyl-indirubins and related indirubin derivatives are provided that are useful as selective modulators of glycogen synthase kinase-3, cyclin-dependent protein kinases or aryl hydrocarbon receptors. Methods of inhibiting or modulating cell growth or cell cycling are provided using the compounds of the invention. In other aspects, compounds and methods for the treatment of protozoan-mediated diseases, Alzheimer's disease and diabetes are provided.

Structural Basis for the Synthesis of Indirubins as Potent and Selective Inhibitors of Glycogen Synthase Kinase-3 and Cyclin-Dependent Kinases

Pharmacological inhibitors of glycogen synthase kinase-3 (GSK-3) and cyclin-dependent kinases have a promising potential for applications against several neurodegenerative diseases such as Alzheimer's disease. Indirubins, a family of bis-indoles isolated from various natural sources, are potent inhibitors of several kinases, including GSK-3. Using the cocrystal structures of various indirubins with GSK-3β, CDK2 and CDK5/p25, we have modeled the binding of indirubins within the ATP-binding pocket of these kinases. This modeling approach provided some insight into the molecular basis of indirubins' action and selectivity and allowed us to forecast some improvements of this family of bis-indoles as kinase inhibitors. Predicted molecules, including 6-substituted and 5,6-disubstituted indirubins, were synthesized and evaluated as CDK and GSK-3 inhibitors. Control, kinase-inactive indirubins were obtained by introduction of a methyl substitution on N1.