38464-21-0

Basic information

• Product Name: 4-AMINO-3-NITRO-2H-CHROMEN-2-ONE
• Synonyms: 4-AMINO-3-NITRO-2H-CHROMEN-2-ONE;4-AMINO-3-NITRO-COUMARIN;4-amino-3-nitrochromen-2-one
• CAS NO: 38464-21-0
• Molecular Formula: C₉H₆N₂O₄
• Molecular Weight: 206.15494
• Mol File: 38464-21-0.mol

Chemical Properties

• Boiling Point: 353.7°C at 760 mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 3.52E-05mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 4-AMINO-3-NITRO-2H-CHROMEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-3-NITRO-2H-CHROMEN-2-ONE(38464-21-0)
• EPA Substance Registry System: 4-AMINO-3-NITRO-2H-CHROMEN-2-ONE(38464-21-0)

Safety Data

• Hazardous Substances Data: 38464-21-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H6N2O4/c10-7-5-3-1-2-4-6(5)15-9(12)8(7)11(13)14/h1-4H,10H2

Upstream product

• 38464-20-9 4-chloro-3-nitro-chromen-2-one 

Downstream Products

• 119458-72-9 4-(2-hydroxy-3,5-dinitrophenyl)-1,2,5-thiadiazole-3-carboxylic acid 
• 119458-64-9 4-(2-Hydroxy-phenyl)-[1,2,5]thiadiazole-3-carboxylic acid dibutylamide 
• 119458-67-2 [4-(2-Hydroxy-phenyl)-[1,2,5]thiadiazol-3-yl]-morpholin-4-yl-methanone 
• 119458-65-0 [4-(2-Hydroxy-phenyl)-[1,2,5]thiadiazol-3-yl]-pyrrolidin-1-yl-methanone 
• 119458-63-8 4-(2-Hydroxy-phenyl)-[1,2,5]thiadiazole-3-carboxylic acid butylamide 

Relevant articles and documents

One-pot synthesis of 2-substituted chromeno[3,4-d]imidazol-4(3H)-ones from 4-amino-3-nitrocoumarin and acids

2-Substituted chromeno[3,4-d]imidazol-4(3H)-ones have been synthesized in excellent yields by the one-pot reaction of 4-amino-3-nitrocoumarin with aliphatic acids in the presence of PPh3 and PPA under microwave irradiation. The reactions of 4-amino-3-carboxamidocoumarins (prepared from 3,4-diaminocoumarin, or in situ from 4-amino-3-nitrocoumarin and PPh3, and acids) with PPA in toluene under microwaves led also to the aforementioned compounds. Furthermore, the latter has been synthesized by the one pot reaction of 3,4-diaminocoumarin with acids in the presence of PPA under MW irradiation. Preliminary biological tests indicated inhibition of soybean lipoxygenase for some of the new compounds.

The [Cu]-catalyzed SNAR reactions: Direct amination of electron deficient aryl halides with sodium azide and the synthesis of arylthioethers under Cu(II) - Ascorbate redox system

A one pot [Cu]-promoted SNAr reaction of electron-deficient halobenzenes with sodium azide and the reduction of the intermediate aryl azides under the same Cu(II)-ascorbate redox conditions leading to anilines has been documented. Control experiments revealed that both ascorbate and proline play important role in the reaction path way. Further, the use of this catalytic Cu(II)-ascorbate redox system has been explored for the synthesis of arylthioethers.

Synthesis of 4H-Benzopyranothiadiazol-4-one and Its Reactions with Some Nucleophilic and Electrophilic Agents

The reaction of 3,4-diaminocoumarin with thionyl chloride gave 4H-benzopyranothiodiazol-4-one (II), which was cleaved by the action of nucleophilic agents to the corresponding 4-(2-hydroxyphenyl)-1,2,5-thiadiazole-3-carboxylic acid derivatives.The nitration of II leads to the 8-nitro or 6,8-dinitro derivative; the latter was isolated in the form of 4-(2-hydroxy-3,5-dinitrophenyl)-1,2,5-thiadiazole-3-carboxylic acid.