57761-73-6

Upstream product

• 18039-42-4 5-Phenyl-1H-tetrazole 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 100-66-3 methoxybenzene 
• 7472-54-0 N-(p-methoxyphenyl)benzamide 
• 34918-74-6 N-(4-methoxyphenyl)benzimidoyl chloride 
• 24316-60-7 (4-methoxyphenyl)(phenyl)methanone oxime 
• 36951-54-9 5-bromo-1-(4-methoxyphenyl)-1H-tetrazole 
• 98-80-6 phenylboronic acid 
• 21788-28-3 1-(4-methoxyphenyl)-1H-tetrazole 
• 104-94-9 4-methoxy-aniline 
• 611-94-9 4-Methoxybenzophenone 

Relevant academic research and scientific papers

Improved Schmidt synthesis of 1,5-disubstituted 1H-tetrazoles from ketones

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.

Facile preparation of 5-alkyl-1-aryltetrazoles with arenes, acyl chlorides, hydroxylamine, and diphenylphosphoryl azide

Successive treatment of arenes with acyl chlorides and AlCl3, the addition of water and removal of solvent, the reaction with NH2OH?HCl and K2CO3, and the reaction with diphenylphosphoryl azide and DBU under warming conditions gave the corresponding 5-alkyl-1-aryltetrazoles efficiently in good to moderate yields. The present method is one-pot transformation of arenes into 5-alkyl-1-aryltetrazoles using the Friedel-Crafts acylation and the Beckmann rearrangement under transition-metal-free conditions.

Stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via a Beckmann rearrangement facilitated by diphenyl phosphorazidate

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.

Efficient copper-catalyzed N-arylation of NH-containing heterocycles and sulfonamides with arenediazonium tetrafluoroborates

A practical copper-catalyzed N-arylation of NH-containing heterocycles with arenediazonium tetrafluoroborates has been developed using CuCl as catalyst and K2CO3 as additive under ligand-free conditions. This reaction system has wide substrate scope including imides, 1H-pyrazole, 1H-tetrazoles, 1,2-benzisothiazol-3(2H)-one, and related sulfonamides and gives moderate to excellent yields (up to 95%) of the desired products. This strategy is very general, simple, environmentally friendly, and tolerant of oxygen.

Preparation method of 5-phenyl-1-(4-methoxy phenyl)-1H-tetrazole

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.

6-NITRO-2,3-DIHYDROIMIDAZO[2,1-b]OXAZOLES AND A PROCESS FOR THE PREPARATION THEREOF

The present invention relates to newer generation of triazoles, tetrazoles, isoxazoles, urea and sulphonamide functionalities containing 6-nitro-2, 3-dihydronitroimidazooxazoles agents of formula 1, their method of preparation, and their use as drugs for

Preparation of 1,5-disubstituted tetrazoles under phase-transfer conditions

Imidoyl chlorides, obtained by common methods from a wide range of aromatic mono- and diamides, are smoothly converted to the corresponding tetrazoles in high yields by treatment with NaN3 under phase-transfer conditions.