7539-22-2

Basic information

• Product Name: TIMTEC-BB SBB009850
• Synonyms: TIMTEC-BB SBB009850;3-Methyl-1-(4-nitrophenyl)-1H-pyrazole;3-methyl-1-(4-nitrophenyl)pyrazole
• CAS NO: 7539-22-2
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.2
• Mol File: 7539-22-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TIMTEC-BB SBB009850(CAS DataBase Reference)
• NIST Chemistry Reference: TIMTEC-BB SBB009850(7539-22-2)
• EPA Substance Registry System: TIMTEC-BB SBB009850(7539-22-2)

Safety Data

• Hazardous Substances Data: 7539-22-2(Hazardous Substances Data)

Upstream product

• 1128-54-7 3-methyl-1-phenyl-1H-pyrazole 
• 100-25-4 para-dinitrobenzene 
• 1453-58-3 3-Methylpyrazole 
• 100-39-0 benzyl bromide 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 100-16-3 4-nitrophenylhydrazone 
• 7119-27-9 4-chloro-3-buten-2-one 
• 7697-37-2 nitric acid 
• 14042-04-7 acetoacetaldehyde bis-(4-nitro-phenylhydrazone) 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 

Downstream Products

• 90916-84-0 4-(3-methyl-4-nitro-pyrazol-1-yl)-aniline 
• 73225-13-5 3-methyl-4-nitro-1-p-nitrophenylpyrazole 
• 53006-55-6 4-(3-methyl-1H-pyrazol-1-yl)aniline 

Relevant articles and documents

A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions

Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction.

Base-mediated N- And O-arylations of NH-containing heterocycles, heterocyclic amines and phenols

Nucleophilic substitution reactions of N-heterocycles such as imidazole, benzimidazole, indole and pyrazole as well as NH2 or OH containing heterocycles, with electron-deficient aryl halides in the presence of t-BuOK or K2CO3as base and DMSO as solvent are reported. A series of N-aryl azoles, unsymmetric diaryl ethers and diaryl amines were obtained in good yields.

Dimethyl sulfoxide/potassium hydroxide: A superbase for the transition metal-free preparation of cross-coupling products

Potassium hydroxide (KOH) in dimethyl sulfoxide (DMSO) forms a superbasic medium that allows one to access cross-coupling products from reactions between aryl halides with various sulfur-, oxygen- and nitrogen-based nucleophiles under transition metal-free conditions. Copyright