6299-51-0

Basic information

• Product Name: 3-(4-Nitrophenyl)-1,2,3-oxadiazole-3-ium-5-olate
• Synonyms: 3-(4-Nitrophenyl)-1,2,3-oxadiazole-3-ium-5-olate;3-(4-Nitrophenyl)-5-oxylato-1,2,3-oxadiazole-3-ium;3-(4-Nitrophenyl)sydnone;3-(p-Nitrophenyl)sydnone
• CAS NO: 6299-51-0
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 0
• Mol File: 6299-51-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-Nitrophenyl)-1,2,3-oxadiazole-3-ium-5-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Nitrophenyl)-1,2,3-oxadiazole-3-ium-5-olate(6299-51-0)
• EPA Substance Registry System: 3-(4-Nitrophenyl)-1,2,3-oxadiazole-3-ium-5-olate(6299-51-0)

Safety Data

• Hazardous Substances Data: 6299-51-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H5N3O4/c12-8-5-10(9-15-8)6-1-3-7(4-2-6)11(13)14/h1-5H/p+1

Upstream product

• 69978-02-5 N-(4-nitro-phenyl)-N-nitroso-glycine 
• 134863-55-1 4-acetyl-3-(4-nitrophenyl)sydnone 
• 100-01-6 4-nitro-aniline 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 14606-04-3 4-bromo-3-(4-nitrophenyl)-1,2,3λ⁵-oxadiazol-3-ylium-5-olate 
• 17105-35-0 3-(4-aminophenyl)sydnone 
• 110177-91-8 3-(4-acetylamino-phenyl)-sydnone 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 
• 23875-85-6 dimethyl 1-(4-nitrophenyl)-1H-pyrazole-3,4-dicarboxylate 
• 134863-55-1 4-acetyl-3-(4-nitrophenyl)sydnone 
• 892962-82-2 1-(4-nitrophenyl)-1H-pyrazole-3,4-dicarbohydrazide 
• 892962-88-8 1-(4-nitrophenyl)-N₃',N₄'-dibenzoyl-1H-pyrazole-3,4-dicarbohydrazide 
• 27182-39-4 5-methyl-3-(4-nitro-phenyl)-3H-[1,3,4]oxadiazol-2-one 
• 1002334-18-0 3-butyl-1-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 1002334-19-1 4-butyl-1-(4-nitrophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 1002334-15-7 1-(4-nitrophenyl)-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 1002334-22-6 1-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trimethylsilyl)-1H-pyrazole 
• 1002334-23-7 1-(4-nitrophenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trimethylsilyl)-1H-pyrazole 

Relevant articles and documents

Mechanosynthesis of sydnone-containing coordination complexes

N-Phenyl-4-(2-pyridinyl) sydnone was shown to act as a four-electron donor N,O-ligand in unprecedented coordination complexes featuring three different metallic centers (Co, Cu, and Zn). Starting with various anilines, the use of a ball-mill efficiently enabled the synthesis of N-arylglycines, subsequent nitrosylation and cyclization into sydnones, and further metalation.

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

Synthesis of 2 H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes

A rapid and efficient synthesis of 2H-indazoles has been developed using a [3 + 2] dipolar cycloaddition of sydnones and arynes. A series of 2H-indazoles have been prepared in good to excellent yields using this protocol, and subsequent Pd-catalyzed coupl