25063-47-2

Basic information

• Product Name: 1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-[[(2-nitrophenyl)amino]methylene]-
• CAS NO: 25063-47-2
• Molecular Formula: C13H12N2O6
• Molecular Weight: 292.248
• Mol File: 25063-47-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-[[(2-nitrophenyl)amino]methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-[[(2-nitrophenyl)amino]methylene]-(25063-47-2)
• EPA Substance Registry System: 1,3-Dioxane-4,6-dione, 2,2-dimethyl-5-[[(2-nitrophenyl)amino]methylene]-(25063-47-2)

Safety Data

• Hazardous Substances Data: 25063-47-2(Hazardous Substances Data)

Upstream product

• 15568-86-2 5-(ethoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 88-74-4 2-nitro-aniline 
• 15568-85-1 5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 2033-24-1 cycl-isopropylidene malonate 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 23833-95-6 8-nitro-4(1H)-quinolinone 
• 529-37-3 4(1H)-quinolinone 
• 81764-16-1 4-chloro-8-aminoquinoline 
• 23833-99-0 4-chloro-8-nitroquinoline 

Relevant articles and documents

Direct amination of nitroquinoline derivatives via nucleophilic displacement of aromatic hydrogen

The vicarious nucleophilic substitution of hydrogen (VNS) reaction in electron-deficient nitroquinolines was studied. Properties of all new products have been characterized by several techniques: MS, HRMS, FTIR, GC-MS, electronic absorption spectroscopy, and multinuclear NMR. The structures of 4-chloro-8-nitroquinoline, 8-(tert-butyl)-2-methyl-5-nitroquinoline, 9-(8nitroquinolin-7-yl)-9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one were determined by single-crystal X-ray diffraction measurements. The 9-(8-nitroquinolin-7-yl)9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one illustrate the nitro/nitroso conversion within VNS reaction. Additionally, 9-(8-isopropyl-2-((8-isopropyl-2-methyl5-nitroquinolin-6-yl)methyl)-5-nitrosoquinolin-6-yl)-9H-carbazole is presented as a double VNS product. It is postulated that the potassium counterion interacts with the oxygen on the nitro group, which could influence nucleophile attack in that way.

Regioselective synthesis of quinolin-4-ones by pyrolysis of anilinomethylene derivatives of Meldrum's acid

Electron-rich and electron-deficient anilinomethylene derivatives of Meldrum's acid cyclize equally efficiently to quinolin-4-ones via imidoylketene intermediates under flash vacuum pyrolysis (FVP) conditions. Georg Thieme Verlag Stuttgart.

Gas-phase pyrolysis in organic synthesis: Rapid green synthesis of 4-quinolinones

Gas-phase pyrolysis of aminomethylene Meldrum's acid derivatives gave quinolinones and/or amines depending on the nature of arylamino moiety. Effect of substituent on reaction rate and nature of pyrolysis products supports the suggested intramolecular nucleophilic substitution reaction via initially formed keteneamine intermediate. Georg Thieme Verlag Stuttgart.