30490-21-2

Basic information

• Product Name: 5,7-DINITROOXINDOLE
• Synonyms: 5,7-DINITROOXINDOLE;5,7-Dinitro-2-oxindole;5,7-Dinitroindolin-2-one
• CAS NO: 30490-21-2
• Molecular Formula: C8H5N3O5
• Molecular Weight: 223.14
• Product Categories: blocks;IndolesOxindoles;NitroCompounds;Indoline & Oxindole
• Mol File: 30490-21-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 454.2°Cat760mmHg
• Flash Point: 228.5°C
• Appearance: /
• Density: 1.656g/cm³
• Vapor Pressure: 1.94E-08mmHg at 25°C
• Refractive Index: 1.67
• PKA: 11.01±0.20(Predicted)
• CAS DataBase Reference: 5,7-DINITROOXINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DINITROOXINDOLE(30490-21-2)
• EPA Substance Registry System: 5,7-DINITROOXINDOLE(30490-21-2)

Safety Data

• Hazardous Substances Data: 30490-21-2(Hazardous Substances Data)

Usage

General Description

5,7-DINITROOXINDOLE, also known as nitrooxindole, is a chemical compound with the molecular formula C8H5N3O6. It is a yellow crystal compound that is commonly used in organic synthesis as a versatile building block for the preparation of various pharmaceuticals and agrochemicals. 5,7-DINITROOXINDOLE has been shown to exhibit antitumor and antibacterial properties, making it a potential candidate for drug development. Additionally, it has been studied for its reactivity and potential use as a precursor for the synthesis of other nitrogen-containing heterocyclic compounds. However, it is important to handle and use 5,7-DINITROOXINDOLE with care due to its potential toxicity and environmental impact.

InChI:InChI=1/C8H5N3O5/c12-7-2-4-1-5(10(13)14)3-6(11(15)16)8(4)9-7/h1,3H,2H2,(H,9,12)

Upstream product

• 870-85-9 ethyl 3-methylaminocrotonate 
• 59-48-3 2-oxoindole 
• 151797-90-9 3-Diazo-1,3-dihydro-5,7-dinitro-2H-indol-2-one 
• 108139-96-4 α-(Tetrahydropyrrolylidene-2) acetate d'ethyle 
• 14092-14-9 4-(methylamino)-3-penten-2-one 
• 701-58-6 5,5-dimethyl-3-methylamino-2-cyclohexenone 

Relevant articles and documents

Bicyclic Triazoles From a Diazo Transfer Reaction Between Cyclic Enaminones and 5,7-Dinitro-3-diazo-1,3-dihydro-2H-indol-2-one

The synthetic usefulness of a new method of 1,2,3-triazole synthesis has been demonstrated.By employing cyclic enamino esters 3 and enaamino ketones 4 in reactions with 5,7-dinitro-3-diazo-1,3-dihydro-2H-indol-2-one (1), bicyclic triazoles 5 and 6 have been prepared in good to excellent yields.

Reactions of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives with enaminones. A novel synthesis of 1,2,3-triazoles

A new and efficient method of 1,2,3-triazole synthesis is described in which these heterocyclics are formed through a novel nitrogen transfer from diazocarbonyl compounds to enaminones. Thus, the reaction of 3-diazo-1,3-dihydro-2H-indol-2-one derivatives 1 (X = NR3) and 3-diazobenzo[b]thiophen-2(3H)-one 5 (X = S) with enaminones 2 and 7 leads to the formation of mainly 1,2,3-triazoles 4 and pyrazoloquinazolinones 3. Both the phenyl substituents (Y and Z in 1) and the nature of the X group affects the reaction rate and product distribution. Rate increases with an increase in the electron withdrawing ability of the substituents Y and Z. The dinitro derivative Ig is shown to be the most efficient in promoting 1,2,3-triazole 4 formation while pyrazoloquinazolinones 3 are often competitively formed when other derivatives of 1 are employed.