57761-73-6Relevant articles and documents
Improved Schmidt synthesis of 1,5-disubstituted 1H-tetrazoles from ketones
Suzuki,Hwang,Nakaya,Matano
, p. 1218 - 1220 (1993)
On treatment with an excess of sodium azide in the presence of titanium(IV) chloride in boiling acetonitrile, both aliphatic and aromatic ketones are smoothly converted to 1,5-disubstituted 1H-tetrazoles in high yields.
Stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via a Beckmann rearrangement facilitated by diphenyl phosphorazidate
Ishihara, Kotaro,Shioiri, Takayuki,Matsugi, Masato
supporting information, p. 1295 - 1298 (2019/04/13)
A novel method for the stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via the Beckmann rearrangement was developed using diphenyl phosphorazidate (DPPA) as both the oxime activator and azide source. Various ketoximes were transformed into the corresponding 1,5-disubstituted tetrazoles with exclusive trans-group migration and no E-Z isomerization of the ketoxime. This method enables the preparation of 1,5-disubstituted tetrazoles without using toxic or explosive azidation reagents.
Preparation method of 5-phenyl-1-(4-methoxy phenyl)-1H-tetrazole
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Paragraph 0044; 0045; 0046; 0047; 0048; 0049; 0050; 0051, (2017/04/26)
The invention relates to a preparation method of 5-phenyl-1-(4-methoxy phenyl)-1H-tetrazole. The preparation method includes the steps of firstly, mixing 4-anisidine, water and fluoroboric acid aqueous solution, dropwisely adding sodium nitrite aqueous solution while stirring at 0-5 DEG C, then rising the temperature to room temperature, continuing the stirring reaction for 1-2 hours, and performing suction filtration to obtain 4-methoxy phenyl diazonium tetrafluoroborate; secondly, stirring and mixing 5-phenyl-1H-tetrazole, alkali and copper salt catalyst with solvent at the temperature from minus 5 DEG C to 5 DEG C, adding the 4-methoxy phenyl diazonium tetrafluoroborate in batch, allowing for reaction for 6-8 hours while stirring at the temperature from minus 5 DEG C to room temperature, extracting after the reaction, drying, evaporating to remove the solvent, and recrystallizing to obtain the 5-phenyl-1-(4-methoxy phenyl)-1H-tetrazole. The preparation method has the advantages that the method uses copper salt as the catalyst, the reaction time is shortened, and the yield is increased at the same time; the method is easy in initial raw material obtaining, low in cost, simple in reaction operation, short in reaction path, easy in industrial production and promising in application prospect.