1148-89-6Relevant articles and documents
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 (2006)
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
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)
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
A KHSO4 mediated facile synthesis of 2-amino-1,3,4-oxadiazole derivatives
Gan, Zongjie,Han, Lei,Hu, Xiangnan,Long, Binyu,Tang, Qiang,Tian, Binghua,Wang, Chenyu,Wang, Zifan,Wu, Yue,Yu, Yu
supporting information, (2021/08/18)
A novel, efficient and mild KHSO4 mediated synthesis for 2-amino-1,3,4-oxadiazoles has been established via the cyclodesulfurization of benzoylhydrazine and isothiocyanate derivatives in one pot. The reactions proceeded smoothly at room tempera
Preparation method of 2-amino-1, 3, 4-oxadiazole compound and prepared compound
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Paragraph 0028-0035, (2021/08/28)
The invention belongs to the field of medical chemistry, and particularly relates to a preparation method of a 2-amino-1, 3, 4-oxadiazole compound and the compound prepared by the preparation method. According to the method, the 1, 3, 4-oxadiazole compoun
Novel 1,3,4-oxadiazole motifs bearing a quinoline nucleus: Synthesis, characterization and biological evaluation of their antimicrobial, antitubercular, antimalarial and cytotoxic activities
Ladani, Gaurav G.,Patel, Manish P.
, p. 9848 - 9857 (2015/12/01)
A series of quinoline based 1,3,4-oxadiazole derivatives (8a-l) were synthesized by a chloro-amine coupling reaction approach with different catalysts and solvents. Substituted 1,3,4-oxadiazole intermediates 7a-c were obtained from 2-substituted-N-phenylh
2-Amino-substituted oxadiazole derivatives and pharmaceutical composition comprising the same
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Paragraph 0069; 0070; 0073; 0074, (2016/11/21)
The present invention provides: a novel 2-amino-substituted oxadiazole derivative represented by Chemical Formula 1 and having an excellent Wnt gene expression controlling activity; a pharmaceutically allowable salt of the same; a method for producing the
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
Cyclodesulfurization of Substituted Thiosemicarbazides into 1,3,4-Oxadiazoles via Hydrazonoyl Chlorides
Abdel-Aziz, Hatem A.,Bhat, Mashooq A.,Ghazzali, Mohamed
, p. 1328 - 1336 (2015/11/02)
The reaction of thiosemicarbazides 1a-h with hydrazonoyl chlorides 2a-g at ambient temperature, in the presence of triethylamine yielded, in each case, two products. The structure of these compounds was confirmed as 1,3,4-oxadiazoles 14a-h and hydrazonoth
A new and efficient synthesis of 1,3,4-oxadiazole derivatives using TBTU
Maghari, Shokoofeh,Ramezanpour, Sorour,Darvish, Fatemeh,Balalaie, Saeed,Rominger, Frank,Bijanzadeh, Hamid Reza
, p. 2075 - 2080 (2013/03/13)
An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from isothiocyanates and hydrazides through cyclodesulfurization in the presence of (O-(benzotriazol-1-yl)-N,N,N′, N′-tetramethyluronium tetrafluoroborate) TBTU as an uronium cou
Regioselective synthesis of 2-amino-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives via reagent-based cyclization of thiosemicarbazide intermediate
Yang, Seung-Ju,Lee, Seok-Hyeong,Kwak, Hyun-Jung,Gong, Young-Dae
, p. 438 - 444 (2013/04/10)
A regioselective, reagent-based method for the cyclization reaction of 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole core skeletons is described. The thiosemicarbazide intermediate 3 was reacted with EDC·HCl in DMSO or p-TsCl, triethylamine in N-
