112656-95-8

Basic information

• Product Name: 7-NITROISATIN
• Synonyms: 7-NITROISATIN;7-Nitro-1H-indole-2,3-dione;7-Nitroindoline-2,3-dione
• CAS NO: 112656-95-8
• Molecular Formula: C₈H₄N₂O₄
• Molecular Weight: 192.13
• Mol File: 112656-95-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 240 °C
• Appearance: /
• Density: 1.609
• Storage Temp.: 2-8°C
• PKA: 7.98±0.20(Predicted)
• CAS DataBase Reference: 7-NITROISATIN(CAS DataBase Reference)
• NIST Chemistry Reference: 7-NITROISATIN(112656-95-8)
• EPA Substance Registry System: 7-NITROISATIN(112656-95-8)

Safety Data

• Hazardous Substances Data: 112656-95-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 380, 1947 DOI: 10.1021/ja01194a064

Upstream product

• 6960-42-5 7-nitro-1H-indole 
• 88-74-4 2-nitro-aniline 
• 302-17-0 chloral hydrate 
• 17122-60-0 2-(N-hydroxyimino)-N-(2-nitrophenyl)acetamide 

Downstream Products

• 6960-42-5 7-nitro-1H-indole 
• 6924-71-6 methyl quinoxaline-5-carboxylate 
• 1442660-27-6 (3,5-bis(trifluoromethyl)phenyl)(quinoxalin-5-yl)methanone 
• 1442660-25-4 (3,4-difluorophenyl)(quinoxalin-5-yl)methanone 
• 1442660-23-2 quinoxalin-5-yl(4-(trifluoromethyl)phenyl)methanone 
• 1442660-22-1 (4-nitrophenyl)(quinoxalin-5-yl)methanone 
• 1442660-21-0 ethyl-4-(quinoxaline-5-carbonyl)benzoate 
• 1442660-20-9 (4-bromophenyl)(quinoxalin-5-yl)methanone 
• 1442660-19-6 (4-fluorophenyl)(quinoxalin-5-yl)methanone 
• 1442660-18-5 (4-chlorophenyl)(quinoxalin-5-yl)methanone 
• 1442660-14-1 quinoxalin-5-yl(3,4,5-trimethoxyphenyl)methanone 
• 1442660-13-0 (3,4-dimethoxyphenyl)(quinoxalin-5-yl)methanone 
• 1442660-12-9 (3-methoxyphenyl)(quinoxalin-5-yl)methanone 
• 1442660-11-8 (4-methoxyphenyl)(quinoxalin-5-yl)methanone 

Relevant articles and documents

Structural studies with antimicrobial and antifertility activity of a monofunctional bidentate ligand with its boron(III), palladium(II), and platinum(II) complexes

The reaction of the sulfur donor Schiff base ligand, 7-nitro-3-(indolin-2- one) hydrazinecarbo-thioamide, with phenyldihydroxyboron in benzene, palladium(II)chloride, and platinum(II) chloride, in ethanol, gave the mononuclear tetracoordinated and hexacoordinated complexes. The Schiff base ligand coordinated to the boron atom in 1:1 and 1:2 molar ratios and to the palladium and platinum metals in only 1:2 molar ratios in the presence of an acidic and basic medium. Tentative structural conclusions are drawn for reaction products based upon elemental analysis, electrical conductance, and spectral (electronic, infrared, 1H NMR, 13C NMR, and 11B NMR) data. The antifertility activity of the ligand and its nonmetal/metal complexes is discussed with a comparative study in an effective manner. Copyright Taylor & Francis Group, LLC.

Method for synthesizing 7-nitroindole

The invention relates to a method for synthesizing 7-nitroindole. The method comprises the following steps: subjecting oxime generated by condensation of o-nitroaniline, hydroxylamine and chloral to anucleophilic substitution reaction in a solvent under the action of an acidic substance and a drying agent, and performing hydrolyzing under alkaline conditions to generate an oximido intermediate; preparing 7-nitroisatin from the oximido intermediate in the presence of an acidic substance; and subjecting the 7-nitroisatin to reduction in a solvent by a system consisting of sodium borohydride andzirconium chloride so as to obtain the product 7-nitroindole. According to the method for synthesizing the 7-nitroindole, the product is obtained through three steps, so a production cycle is remarkably shortened and productivity is improved; used materials are simple and easily-available, so cost is low; reaction conditions are mild; the method is suitable for industrial mass production; meanwhile, the system of sodium borohydride and zirconium tetrachloride is used for replacing borane in the reduction step, so virulent, flammable and combustible raw materials are avoided, and the method issafer and environmentally friendlier.

Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation

A new method for building aryl aryl ketones containing heterocyclic rings through chelation-assisted C-O bond activation catalyzed by a rhodium complex has been developed. In this reaction, methyl quinoline-8-carboxylate, methyl quinoxaline-5-carboxylate, and their derivatives were reacted with an excess amount of a substituted phenyl boronic acid in the presence of a rhodium(I) complex to give substituted phenyl(quinolin-8-yl)methanone, phenylquinoxalin-5- ylmethanone, and their derivatives in medium to high yields. The current method offers a highly favorable synthetic pathway to efficiently build related drugs with an 8-benzoylquinoline core structure. This method may prove especially valuable for medicinal chemists for the late-stage introduction of versatile ketone moieties into complex scaffolds for diversity-oriented synthetic strategies.