97025-65-5

Basic information

• Product Name: N'-benzylidene-2-nitrobenzenesulfonohydrazide
• Synonyms: N'-benzylidene-2-nitrobenzenesulfonohydrazide
• CAS NO: 97025-65-5
• Molecular Weight: 305.314
• Mol File: 97025-65-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N'-benzylidene-2-nitrobenzenesulfonohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-benzylidene-2-nitrobenzenesulfonohydrazide(97025-65-5)
• EPA Substance Registry System: N'-benzylidene-2-nitrobenzenesulfonohydrazide(97025-65-5)

Safety Data

• Hazardous Substances Data: 97025-65-5(Hazardous Substances Data)

Upstream product

• 5906-99-0 2-nitrobenzenesulfonyl hydrazide 
• 100-52-7 benzaldehyde 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 63935-93-3 benzoyltriethylsilane 
• 18412-74-3 benzyltriethylsilane 
• 4610-69-9 (Z)-ethyl cinnamate 
• 4192-77-2 ethyl cinnamate 
• 16510-49-9 1,2,3-triphenylcyclopropene 
• 23063-31-2 (2,3-dimethylcycloprop-2-en-1-yl)benzene 
• 908094-04-2 phenyldiazomethane 
• 19120-38-8 1,2,3-triphenylcyclopropane 
• 201024-81-9 C,N-diphenylnitrone 

Relevant articles and documents

Silver-Catalyzed Cross-Olefination of Donor and Acceptor Diazo Compounds: Use of N-Nosylhydrazones as Diazo Surrogate

The cross-olefination reaction of donor and acceptor diazo compounds was explored. The use of N-nosylhydrazones as diazo surrogates and the dependence on silver catalysis were crucial for the reaction development. A variety of (hetero)aryl N-nosylhydrazones and α-diazo esters, amides, and phosphonates were compatible, and the functionalized alkene products were afforded in good to high yields with moderate (Z)/(E) selectivities. The experimental and DFT calculation results suggest that the cross-selectivity is due to selective activation of the silver catalyst for donor diazo compounds.

Preparation method of mild diazomethane derivative

The invention discloses a preparation method of a mild diazomethane derivative. The preparation method comprises that EWG-substituted benzene sulfonyl chloride and hydrazine hydrate undergo a reaction to produce EWG-substituted benzene sulfonyl chloride, the EWG-substituted benzene sulfonyl chloride and aldehyde or ketone undergo a reaction to produce EWG-substituted benzenesulfonylhydrazone, and the EWG-substituted benzenesulfonylhydrazone, a base and an organic solvent are mixed and undergo a replacement reaction to produce a diazomethane derivative. The diazomethane derivative is not separated and purified and is further used for a tension small ring synthesis reaction and an insertion reaction. The benzene ring of benzenesulfonylhydrazone is introduced with an electron-withdrawing group EWG, and through electron effects and steric hindrance effects, the benzenesulfonyl group on the benzenesulfonylhydrazone is easily separated so that a diazomethane derivative is produced under very mild conditions and especially at the room temperature.

Silver-Catalyzed [2+1] Cyclopropenation of Alkynes with Unstable Diazoalkanes: N-Nosylhydrazones as Room-Temperature Decomposable Diazo Surrogates

The [2+1] cycloaddition of alkynes with diazo compounds represents one of the most powerful and reliable methods for the construction of cyclopropenes. However, it remains a formidable challenge to accomplish the cyclopropenation of alkynes with non-stabilized diazoalkanes, owing to the fact that such compounds are unstable and prone to detonation. Herein, we report a general silver-catalyzed cyclopropenation reaction of alkynes with unstable diazoalkanes, by for the first time the discovery and application of N-nosylhydrazones as room-temperature decomposiable diazo surrogates. This method allows for the efficient assembly a wide variety of cyclopropene derivatives that are otherwise difficult to access by conventional methods.