Synthesis and structure elucidation of novel 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines

Synthesis of the novel potassium salts of 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines 9a–c was performed by heating (in DMSO) 2-alkylamino-4-ethoxymethylidenehydrazino-6-dinitromethyl-1,3,5-triazines 8a–c, obtained by treating of the corresponding 2-alkylamino-4-hydrazino-6-di...

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Bibliographic Details
Published in:Tetrahedron letters 2013-07, Vol.54 (29), p.3858-3861
Main Authors: Golovina, Olga V., Bakharev, Vladimir V., Golovin, Evgeny V., Parfenov, Victor E., Slepukhin, Pavel A.
Format: Article
Language:English
Subjects:
Alkylamines
Cyclization
Dinitromethyl-1,3,5-triazines
Esters
Fused-ring systems
Heating
Heterocycles
Hydrazines
Morpholine
Potassium salts
Synthesis (chemistry)
Tetrahedrons
Triazoles
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Summary:Synthesis of the novel potassium salts of 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines 9a–c was performed by heating (in DMSO) 2-alkylamino-4-ethoxymethylidenehydrazino-6-dinitromethyl-1,3,5-triazines 8a–c, obtained by treating of the corresponding 2-alkylamino-4-hydrazino-6-dinitromethyl-1,3,5-triazines 5a–c with orthoformic ester. 2-Alkylamino-4-hydrazino-6-dinitromethyl-1,3,5-triazines were obtained by a sequential substitution of the methoxy groups of the potassium salt of 2,4-dimethoxy-6-dinitromethyl-1,3,5-triazine with an alkylamine (dimethylamine, morpholine, pyrrolidine) and hydrazine.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.05.052