Synthesis and structure of N-alkoxyhydrazines and N-alkoxy-N’,N’,N’-trialkylhydrazinium salts

New types of 1,1,1-trialkyl-2-alkoxyhydrazinium chlorides and N-alkoxyhydrazines were obtained by reactions of N-chloro-N-alkoxy- ureas with trimethylamine or 1,4-diaza[2.2.2]bicyclooctane and by reactions of methyl N-chloro-N-methoxycarbamate with potassium salt of N-acetylbenzenesulfonylamide. The...

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Bibliographic Details
Published in:Mendeleev communications 2013-09, Vol.23 (5), p.289-291
Main Authors: Shtamburg, Vasiliy G., Shishkin, Oleg V., Zubatyuk, Roman I., Shtamburg, Victor V., Tsygankov, Alexander V., Mazepa, Alexander V., Kadorkina, Gulnara K., Kostyanovsky, Remir G.
Format: Article
Language:English
Subjects:
Bonding
Chlorides
Elongation
Nitrogen atoms
Perchlorates
Potassium salts
Trimethylamine
Ureas
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Summary:New types of 1,1,1-trialkyl-2-alkoxyhydrazinium chlorides and N-alkoxyhydrazines were obtained by reactions of N-chloro-N-alkoxy- ureas with trimethylamine or 1,4-diaza[2.2.2]bicyclooctane and by reactions of methyl N-chloro-N-methoxycarbamate with potassium salt of N-acetylbenzenesulfonylamide. The XRD studies of N,N’-bis(methoxycarbonyl)-N,N’-dimethoxyhydrazine, N’-methoxy- N’-methoxycarbonyl-N-acetylbenzenesulfonylhydrazide and 1,1,1-trimethyl-2-methoxyhydrazinium perchlorate revealed the pyramidal configuration of the central nitrogen atoms in O–N–N geminal system, unusual elongation of N–N+ bond and shortening of N–OMe bond in 1,1,1-trimethyl-2-methoxyhydrazinium perchlorate.
ISSN:0959-9436
DOI:10.1016/j.mencom.2013.09.018