95309-30-1

Upstream product

• 6830-78-0 3,6-diphenyl-1,2,4,5-tetrazine 
• 920-39-8 isopropylmagnesium bromide 
• 75-26-3 isopropyl bromide 
• 95309-27-6 1,4-dihydro-1-(4-methylphenyl)-3,6-diphenyl-s-tetrazine 
• 14478-73-0 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine 

Downstream Products

• 6830-78-0 3,6-diphenyl-1,2,4,5-tetrazine 
• 725-12-2 2,5-bis-(phenyl)-1,3,4-oxadiazole 
• 95309-35-6 1-isopropyl-3,5-diphenyl-1H-1,2,4-triazole 
• 2039-06-7 3,5-diphenyl-1,2,4-triazole 
• 64017-21-6 3,5-diphenyl-1-methyl-1H-1,2,4-triazole 
• 493-77-6 2,4,6-triphenyl-1,3,5-triazine 
• 95309-34-5 1-isopropylamino-3,5-diphenyl-1,2,4-triazole 
• 95309-31-2 4-isopropylamino-3,5-diphenyl-1,2,4-triazole 
• 95309-27-6 1,4-dihydro-1-(4-methylphenyl)-3,6-diphenyl-s-tetrazine 
• 106910-88-7 1,4-dihydro-3,6-diphenyl-1-(p-t-butylphenyl)-s-tetrazine 
• 106910-87-6 1-(p-cumenyl)-1,4-dihydro-3,6-diphenyl-s-tetrazine 
• 106910-86-5 1,4-dihydro-3,6-diphenyl-1-(o-tolyl)-s-tetrazine 
• 106910-94-5 1-(p-cumenyl)-3,5-diphenyl-1H-1,2,4-triazole 
• 106910-93-4 6-isopropyl-2,4-diphenylquinazoline 

Relevant academic research and scientific papers

Rearrangement Reactions of 1,3,6-Triaryl-1,4-dihydro-s-tetrazines leading to 2,4-Diarylquinazolines, 1-Anilino-3,5-diaryl-1H-1,2,4-triazoles, 1,3,5-Triaryl-1H-1,2,4-triazoles, and 2,5-Diaryl-1H-1,3,4-oxadiazoles. X-ray Structure Determination of 6-Isopropyl-2,4-diphenylquinazoline

1,3,6-Triaryl-1,4-dihydro-s-tetrazines (2c-g) rearrange on heating at ca. 200 deg C to 2,4-diarylquinazolines (for which an X-ray determination was carried out on the 6-isopropyl compound) and 1-anilino-3,5-diaryl-1H-1,2,4-triazoles as major products.Hydrolysis in chloroform solution of the title compounds (2) and their 1-alkyl analogues gives rise to 1-aryl (or alkyl)-3,5-diaryl-1H-1,2,4-triazoles and 2,5-diaryl-1,3,4-oxadiazoles.

Thermal Rearrrangement of 1-Alkyl-3,6-diaryl-1,4-dihydro-s-tetrazines to 1-Alkylamino-3,5-diaryl-1,2,4-triazoles

s-Tetrazines having aryl substituents in either the 3- or 3,6-positions react readily with alkyl or aryl Grignard reagents to give 1-alkyl(or aryl)-1,4-dihydro-s-terazines.The 1-alkyl-1,4-dihydro-s-tetrazines rearrange in methanolic hydrogen chloride to 4-alkylamino-1,2,4-triazoles, but thermolyse readily to the less well known, isomeric 1-alkylamino-1,2,4-triazoles.Possible reaction pathways involving breakdown to nitrile and reactive intermediates such as 1,3-dipolar species are discussed.