73779-17-6

Basic information

• Product Name: Methanol, [1-methyl-3-(4-nitrophenyl)-2-triazenyl]-
• CAS NO: 73779-17-6
• Molecular Formula: C8H10N4O3
• Molecular Weight: 210.192
• Mol File: 73779-17-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Methanol, [1-methyl-3-(4-nitrophenyl)-2-triazenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanol, [1-methyl-3-(4-nitrophenyl)-2-triazenyl]-(73779-17-6)
• EPA Substance Registry System: Methanol, [1-methyl-3-(4-nitrophenyl)-2-triazenyl]-(73779-17-6)

Safety Data

• Hazardous Substances Data: 73779-17-6(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 74-89-5 methylamine 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 14368-49-1 p-nitrobenzenediazonium 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 90476-19-0 1-p-nitrophenyl-3-methyl-3-methoxymethyltriazene 
• 90476-10-1 1-p-nitrophenyl-3-methyl-3-acetoxymethyltriazene 
• 67-56-1 methanol 
• 100-01-6 4-nitro-aniline 

Relevant articles and documents

OPEN-CHAIN NITROGEN COMPOUNDS. PART VI. THE FORMATION OF BIS(1-ARYL-3-METHYLTRIAZEN-3-YLMETHYL) METHYLAMINES IN THE REACTION OF DIAZONIUM IONS WITH MIXTURES OF FORMALDEHYDE AND METHYLAMINE

The synthesis of a series of N,N-bis(1-aryl-3-methyltriazen-3-ylmethyl) methylamines from coupling diazonium salts with mixtures of methylamine and formaldehyde is described.These novel bis-triazenes, or heptazanonadienes, have significant anti-tumour activity against the TLX5 lymphoma in mouse.The mechanism of formation of these triazenes is discussed with reference to the implication to the presumed equilibria taking place in the methylamine/formaldehyde solution.The formation of the bis-triazene is usually accompanied by the formation of a 3-hydroxymethyltriazene, and it has been shown that the hydroxymethyltriazene can be transformed into the bis-triazene.The proportions of the two products are strongly influenced by the relative amounts of methylamine and formaldehyde.Coupling the p-bromobenzenediazonium salt to a 1:1 methylamine/formaldehyde mixture affords mainly the bis-triazene, whereas a 1:50 mixture gives almost totally the hydroxymethyl triazene.These results suggest that the two triazenes arise from diazonium coupling to different species in the amine/formaldehyde mixture; this hypothesis is supported by the formation of identical product mixtures from coupling the diazonium ion with (a) a 1:1 MeNH2/CH2O mixture, and (b) the cyclic trimer of the carbinolamine MeNHCH2OH, and by the identification of a minor product from the reaction of p-chlorobenzenediazonium fluoroborate with MeNH2/CH2O as bis(1-p-chlorophenyl-3-methyltriazen-3-yl) methane.

N,N-Bis-(1-aryl-3-methyltriazen-3-ylmethyl)methylamines (1,9-Diaryl-3,5,7-trimethyl-1,2,3,5,7,8,9-hepta-azanona-1,8-dienes): Novel Coupling Products from the Reaction of Arenediazonium Ions with Methylamine and Formaldehyde

The reaction of arenediazonium ions with aqueous formaldehyde-methylamine solutions affords mixtures of the 3-hydroxymethyltriazenes, ArN=NN(Me)CH2OH, and the previously unreported bis(triazenylmethyl)methylamines, ArN=NN(Me)CH2N(Me)CH2N(Me)N=NAr.

Triazenes: III. A convenient synthesis of triazenes with potential anti-tumour activity

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