7688-27-9

Upstream product

• 35658-16-3 Oxalsaeure-bis-<β-benzoylhydrazid> 
• 113114-76-4 oxalodiimidic acid bis-(2-hydroxy-propyl ester); dihydrochloride 
• 613-94-5 benzoic acid hydrazide 
• 81511-63-9 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 2783-98-4 5,5'-bi-1H-tetrazole 
• 98-88-4 benzoyl chloride 

Downstream Products

• 65-85-0 benzoic acid 

Relevant academic research and scientific papers

Substituent effect on photophysical properties of bi-1,3,4-oxadiazole derivatives in solution

A series of phenyl substituted bi-1,3,4-oxadiazole derivatives were designed and synthesized; the effect of substituent on the photophysical properties and molecular electronic structures was fully studied by the combination of experimental techniques and theoretical calculations. Compared to parent compound without any substituent (BOXD), fluoro-substituent shows little effect on the absorption and emission spectra, whilst a little larger spectral red-shift could be observed for methoxy-, nitro-substituted derivatives and thienyl-substituted bi-1,3,4-oxadiazole (TBOXD). These spectral changes can be well explained by theoretically calculated HOMO and LUMO energy level changes. All these molecules show high fluorescence quantum yield except for nitro-substituted derivative in dilute solutions. The quantum yield of BOXD changes with the concentration and exhibits a high value at the concentrated solution. This work revealed the influence of substituent on the photophysical properties of bi-1,3,4-oxadizaole derivatives in dilute solutions and provided guidance for designing molecules with potential application.

An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C-H activation

An efficient and convenient approach to construct C-C bonds at the 2-position of azoles via Cu(OAc)2/air mediated oxidative homo- and cross-coupling reaction was reported. The corresponding products were obtained in good to excellent yield.

Molecular rearrangement of sulfur compounds pyrolysis of 2-(n-substituted carboxamidomethylthio) 5-phenyl-1,3,4-oxadiazole derivatives

Pyrolysis of 2-(N-phenyl carboxamidomethylthio) 5-phenyl-1,3,4-oxadiazole at ca 200°C in a sealed tube affords carbon dioxide, hydrogen sulfide, water, benzonitrile, benzamide, aniline, p-aminoacetophenone, indole, thioglycolic acid, 3-phenyl-2-thiohydantoin and 2-mercaptoquinazolinone. Furthermore pyrolysis of 2-(N-p-tolyl carboxamidomethylthio)5-phenyl-1,3,4-oxadiazole give rise to analogous products. A free radical mechanism has been suggested to account for the obtained products.

TETRAZOLES. XXX. ACYLATION OF 5-SUBSTITUTED TETRAZOLES

The acylation of 5-substituted tetrazoles with carboxylic acid chlorides and anhydrides gives rise to 2,5-disubstituted 1,3,4-oxadiazoles in high yields.The reaction goes without the addition of organic bases at 100-105 deg C.The acylation of 5-substituted tetrazoles in a two-phase organic solvent-water system in presence of tetrabutylammonium bromide yields N-acyltetrazoles, which are converted into 2,5-disubstituted 1,3,4-oxadiazoles on thermolysis.

1H and 13C NMR Spectroscopy of Substituted Bis-1,3,4-oxadiazoles

Dehydration of N,N'-diacylalkanedioic acid dihydrazides with phosphoryl chloride gave 5,5'-disubstituted-2,2'-(1,n-alkanediyl)bis-1,3,4-oxadiazoles.The structures of these compounds were elucidated by 1H, 13C NMR, UV and IR spectroscopy.KEY WORDS: Bis-1,3,4-oxadiazoles; 1H NMR; 13C NMR