1750-82-9Relevant articles and documents
Tetrazoles: LV. Perparation of 2-anilino-5-aryl(hetaryl)-1,3,4-oxadiazoles from 5-substituted tetrazoles under microwave activation
Efimova, Yu. A.,Karabanovich,Artamonova,Koldobskii
, p. 1241 - 1244 (2009)
In reaction of 5-aryl(hetaryl)tetrazoles with phenyl isocyanate under the conditions of microwave activation the corresponding 2-anilino-5-aryl(hetaryl)- 1,3,4-oxadiazoles formed in high yields. The application of the microwave activation fourfold reduced
Efficient and mild synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3-iodane
Prabhu, Girish,Madhu, Chilakapathi,Sureshbabu, Vommina V.
, p. 865 - 870 (2014/08/05)
A simple and convenient one-pot protocol for the synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3- iodane has been described. Acylthiosemicarbazides prepared from the corresponding acylhydrazides undergo effi
15N NMR study of substituted 2-(phenylamino)-5-phenyl-1,3,4- oxadiazoles
Gierczyk, Blazej,Nowak-Wydra, Barbara,Grajewski, Jakub,Zalas, Maciej
, p. 123 - 127 (2007/10/03)
Substituted 2-(phenylamino)-5-phenyl-1,3,4-oxadiazoles were studied by 15N NMR spectroscopy. All signals were assigned on the basis of HMQC and HMBC experiments. Chemical shifts values were correlated with empirical Hammett parameters as well a
Fragmentation and skeletal rearrangements of 2-arylylamino-5-aryl-1,3,4- oxadiazoles and their noncovalent complexes with cobalt cation and cyclodextrin studied by mass spectrometry
Franski, Rafal,Gierczyk, Blazej,Schroeder, Grzegorz
, p. 312 - 322 (2007/10/03)
Mass spectrometric fragmentation pathways of title compounds were studied by electron ionization (EI) and electrospray ionization (ESI) as methods of ion generation. To explain the observed complex skeletal rearrangements, tandem mass spectrometry, accurate mass measurement and isotope labeling (compounds containing one 13C atom in oxadiazole ring) were used. Loss of CO, N2 and H atoms under EI conditions led to the formation of 9,10-dihydroacridine-type ions, loss of NH3 under ESI conditions yielded the 4-phenylphthalazinone-type ions and the loss of HNCO under ESI conditions produced N-arylamino-benzonitrilium ions; however, this process can be affected by the electron-donor/electron-withdrawing properties of groups substituted at the phenyl rings. The ESI was used to study the complexes of the compounds with cobalt as well as with cyclodextrin. It was found that the compounds studied tend to form inclusion complexes with cyclodextrin of stoichiometry 1:1 and complexes of different stoichiometries with cobalt, although those of stoichiometry 6:1 and 4:1 are favored and the attachment of counter ion may stabilize the complexes 3:1 and 2:1. Copyright
RING TRANSFORMATION OF HETEROCYCLRS: PART 3. A CONVERSION OF 4-AMINO-Δ2-1,2,4-OXADIAZOLINES INTO 2-ARYLAMINO-1,3,4-THIADIAZOLES AND OXAANALOGUES
Hussein, Ahmad Q.,El-Abadelah, Mustafa M.,Nazer, Musa Z.,Awadallah, Adel M.
, p. 981 - 990 (2007/10/02)
4-Amino-Δ2-1,2,4-oxadiazolines (1) are transformed into the corresponding 2-arylamino-1,3,4-oxadiazoles (5) or thiadiazoles (6) via reaction with phenyl isocyanate ( or phenyl isothiocyanate), followed by brief treatment of the resulting adducts (2 and 3) with trifluoroacetic anhydride at ambient temperature.Treatment of compounds (1) with trifluoroacetic anhydride gave 2-trifluoromethyl-1,3,4-oxadiazoles (8).
A SYNTHESIS OF 1,3,4-OXADIAZOLES VIA THE AZA-WITTIG REACTION OF N-ACYLAMINO IMINOTRIPHENYLPHOSPHORANES
Froeyen, Paul
, p. 11 - 15 (2007/10/02)
The aza-Wittig reaction of N-acylamino iminotriphenylphosphoranes with carbon disulfide, isocyanates and isothiocyanates, lead to the very reactive heterocumulenic systems (5) and (2) which undergo spontaneous cyclization to 5-substituted 2-mercapto-1,3,4-oxadiazoles (6) and 2-amino-1,3,4-oxadiazoles (3), respectively.
