56156-39-9

Upstream product

• 100-34-5 benzene diazonium chloride 
• 622-73-1 4-methoxybenzaldehydephenylhydrazone 
• 28030-16-2 3-(4-methoxyphenyl)-2-oxopropanoic acid 
• 62-53-3 aniline 
• 622-73-1 (E)-1-(4-methoxybenzylidene)-2-phenylhydrazine 
• 100-63-0 phenylhydrazine 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 10560-45-9 2,3-Diphenyl-5-(4'-methoxyphenyl)tetrazolium Chlorid 
• 13761-37-0 2,4-diphenyl-6-(4-methoxyphenyl)-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yl 
• 114154-55-1 2,3-diphenyl-5-(p-hydroxyphenyl)tetrazolium bromide 

Relevant academic research and scientific papers

Syntheses of formazans under phase-transfer conditions

Several 1,3,5-triarylformazans were synthesized (42-77%) using a new methodology. Azo-coupling of aryldiazonium salts with arylaldehyde arylhydrazones under mild basic conditions in two-phase liquid-liquid media is efficiently promoted by phase-transfer catalysts (onium salts or dicyclohexano-18-crown-6) at 5-25°C. The condensation of benzaldehyde with phenylhydrazine followed by phase-transfer catalyzed azo-coupling with phenyldiazonium chloride (one-pot procedure) gave 1,3,5-triphenylformazan in a 54% yield without isolation of the intermediate benzaldehyde phenylhydrazone. A double azo-coupling reaction of phenyldiazonium chloride with 9 different CH-active compounds afforded corresponding formazan only in the case of phenylpyruvic acid. Reaction in malonamide gave 3-carbamoyl-1,5-diphenylformazan instead of the expected 1,5-diphenylformazan.

New Synthesis of Macrocyclic Crown-Formazans from Pyruvic Acid Derivatives

The macrocyclic crown-formazans 7a-c, 12a-g were prepared by the azo-coupling of the appropriate bis-diazonium salts 4a-c with pyruvic acid and arylpyruvic acids 8a-c.The ready accessability of the latters offers an easy access towards 1,5-symmetrically d

Synthesis and Properties of Quinonoid Mesoionic Compounds

Quinonoid mesoionic compounds having a 2,3-diphenyltetrazolium ring were synthesized and characterized spectroscopically.Compounds possessing an inserted benzene ring were found that a dipolar (5-tetrazolylio)-phenolate structure contributes importantly t

QUINONOID MESOIONS, (2,3-DIPHENYLTETRAZOL-5-YLIO)PHENOLATES

The synthesis and the properties of (2,3-diphenyltetrazol-5-ylio)phenolates are described as the first representatives of quinonoid mesoions.