N-Propargyl nitramines: synthesis and structure

In the presence of alkali in DMF, propargyl bromide and propargyl tosylate participate in the N - and O -alkylation of the nitramino group, giving N—R—N-propargylnitramines and 1-propargyloxy-2-R-diazene 1-oxides. Most of O -propargyl derivatives are unstable and decompose in the reaction medium; ho...

Full description

Saved in:
Bibliographic Details
Published in:Russian chemical bulletin 2024-05, Vol.73 (5), p.1443-1449
Main Authors: Gribov, P. S., Suponitsky, K. Yu, Sheremetev, A. B.
Format: Article
Language:English
Subjects:
Alkylation
Brief Communications
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Decomposition reactions
Inorganic Chemistry
NMR spectroscopy
Organic Chemistry
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In the presence of alkali in DMF, propargyl bromide and propargyl tosylate participate in the N - and O -alkylation of the nitramino group, giving N—R—N-propargylnitramines and 1-propargyloxy-2-R-diazene 1-oxides. Most of O -propargyl derivatives are unstable and decompose in the reaction medium; however, an O -propargylation product was isolated. All products were characterized by multinuclear NMR spectroscopy. Two compounds were studied by X-ray diffraction analysis.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-024-4263-1