35401-80-0

Usage

InChI:InChI=1/C15H14N4/c1-19-15(13-10-6-3-7-11-13)17-16-14(18-19)12-8-4-2-5-9-12/h2-11H,1H3,(H,16,18)

Upstream product

• 137256-78-1 C₈H₁₂N₄*2ClH 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 21048-05-5 N-methylbenzothiohydrazide 
• 36684-10-3 N'-[1-(N-Methyl-hydrazino)-1-phenyl-meth-(Z)-ylidene]-hydrazinecarboxylic acid tert-butyl ester 
• 37067-45-1 N-methyl-N-(α-methylsulfanyl-benzylidene)-hydrazinium; iodide 
• 917-64-6 methyl magnesium iodide 
• 6830-78-0 3,6-diphenyl-1,2,4,5-tetrazine 

Downstream Products

• 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 
• 95309-33-4 1-methylamino-3,5-diphenyl-1,2,4-triazole 
• 64016-27-9 4-methylamino-3,5-diphenyl-1,2,4-triazole 
• 95309-36-7 1-dimethylamino-3,5-diphenyl-1,2,4-triazole 

Relevant academic research and scientific papers

Hydrazidines, V. - Synthesis and Reactions of Aromatic and Aliphatic Hydrazidines and Their N1-Substituted Derivatives

Aromatic hydrazidines 3 have been synthetized by reaction of aromatic orthocarboxylates 4 with tert-butyl carbazate (5) and reaction of the protected hydrazidines 7 with HCl/methanol or HBr/acetic acid.Aliphatic N1-methylhydrazidines 8 have been prepared by methylation of bis (tert-butoxycarbonyl)-hydrazidines 7 and deprotection with HBr/acetic acid.Aromatic N1-methylhydrazidines 8 have been obtained by methylation of N1-methyl(thiohydrazides) 11, reaction of 12 with tert-butyl carbazate (5) and deprotection of 13 with HCl/methanol. -- Attempts to remove both protecting groups in N1-alkyl-N2,N4-bis(benzylidene)hydrazidines 16 failed. -- Some reactions of 3 and 8 are described.Key Words: Hydrazidines / 1,2,4-Triazines / 1,2,4,5-Tetrazines / 1,2,4,5-Tetrazinoisoindoles / Pyrrolo1,2,4,5-tetrazines

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.

A Study of 1,4-Dihydro-1,2,4,5-tetrazines

X-ray structure analysis of the primary compound 1 and the derivatives 9 and 13 yields a 1,4-dihydro structure.Detailed studies of the electronic spectra of 1-16 show that also in solution the 1,4-dihydro form is thermodynamicly favoured.A series of new 1,4-dihydro-1,2,4,5-tetrazine radical cations was studied by e.s.r.