13136-15-7Relevant academic research and scientific papers
Azocoupling of Quaternary 1,2,4-Triazolium Salts to Form 5-p-N,N-Dimethylaminophenylazo-1,2,4-triazolium Salts
Becker, H. G. O.,Hoffmann, Gerda,Gwan, Kim Mun,Knuepfer, L.
, p. 325 - 337 (2007/10/02)
Quaternary 1,2,4-triazolium salts 1 couple easily with p-N,N-dimethylamino-benzenediazonium salts to form azodyes 3 (5-N,N-dimethylaminophenylazo-1,2,4-triazolium salts), preferably under solid-liquid phase transfer conditions using chloroform or methylene chloride and triethylamine or DABCO.Zwitterionic 1,2,4-triazolium salts (anhydro mercapto hydroxide, anhydro hydroxy hydroxide, and anhydro anilido hydroxide ("nitron")) couple as well.The azodyes - as also well known from industrially used types - absorb in the region of 500 nm and have high extinction coefficients.Substituents in 1-, 3- or 4-position of the triazolium ring exert no clear substituent effects.The quaternary 1,2,4-triazolium salts were synthesized according to standard procedures.
THE DEGRADATION OF CARBOXYLIC ACIDS INTO ALDEHYDES. REGIOSELECTIVE α-ACETOXYLATION OF 1,2,4-TRIAZOLIUM SALTS WITH DIACETOXYIODATE(1)ANION
Doleschall, Gabor,Toth, Gabor
, p. 1649 - 1666 (2007/10/02)
A novel method was developed for degradation of carboxylic acid into aldehydes containing one C atom less whose key step consists in α-acetoxylation of 5-alkyl-3-methylthio-1,4-diphenyl-1,2,4-triazolium iodides by (diacetoxyiodo)benzene.The mechanism of the regioselective α-acetoxylation was studied and the diacetoxy-iodate(1)anion was shown to be the actual oxidising agent.Further oxidation reactions of tetraethylammonium diacetoxyiodate(1) were investigated.A novel method was developed for the oxidation of primary alkyl amines into aldehydes by the novel heterocyclic reagent 5-bromo-3-methylthio-1,4-diphenyl-1,2,4-triazolium bromide and diethyl azodicarboxylate.
