2248-34-2

Usage

InChI:InChI=1/C10H12N3O.BF4/c11-12-9-1-3-10(4-2-9)13-5-7-14-8-6-13;2-1(3,4)5/h1-4H,5-8H2;/q+1;-1

Upstream product

• 2524-67-6 4-morpholino-4-yl-phenylamine 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 100950-40-1 pentane-2,3,4-trione 2-(4-morpholin-4-yl-phenyl)-hydrazone 
• 4280-40-4 4-(4-fluorophenyl)morpholine 
• 92-53-5 4-Phenylmorpholine 
• 326173-43-7 4-thiocyanato-N-phenyl-2,2-iminodiethanol 
• 1454818-86-0 4-[4-(phenylethynyl)phenyl]morpholine 
• 67591-93-9 p-morpholinophenyl cation 

Relevant academic research and scientific papers

Gold(I)-Catalyzed Cross-Coupling Reactions of Arenediazonium Salts with Alkynoic Acids

Abstract: The reaction of simple alkynoate salts with isolated arenediazonium tetrafluoroborate salts that had been pre-conditioned with the gold(I) catalyst AuCl(Me2S) led to the formation of cross-coupled products via a decarboxylative Sonogashira reaction process in modest yield and under mild conditions. The major by-product is a defunctionalized aryl moiety stemming from the diazonium salt, which competitively forms via hydrodediazonation. Good functional group tolerance and reaction site selectivity were attained in this limited investigation.

Synthesis of 2-aryl-2H-tetrazoles via a regioselective [3+2] cycloaddition reaction

A regioselective cycloaddition reaction of arenediazonium salts with trimethylsilyldiazomethane is reported. A series of 2-aryltetrazoles were obtained in good to moderate yields with wide functional group compatibility. Furthermore, this cycloaddition reaction opens the way to build up the versatile intermediate 2-aryl-5-bromotetrazole.

Photolysis of substituted benzenediazonium salts: Spin-selective reactivity of aryl cations

The photolysis of a series of substituted benzenediazonium salts was studied by low-temperature and time-resolved spectral methods and by analysis of products formed in alcohol solutions at room temperature. The spin multiplicity of the ground state aryl cations formed by nitrogen loss from the diazonium salt is known to depend on the nature of the substituent. The low-temperature spectroscopic experiments confirm a triplet ground state when the cation contains a p-amino group. These triplet cations are detected directly in fluid solution for the first time, and their lifetimes are estimated. Analysis of products reveals that these cations react predominantly from the initially formed singlet state rather than their triplet ground state.