Synthesis and rearrangement of N-methyl-N-(2-thiazolyl)-nitramine

Authors
Daszkiewicz, Z Koterzyna, M Kyziol, JB
Citation
Z. Daszkiewicz et al., Synthesis and rearrangement of N-methyl-N-(2-thiazolyl)-nitramine, SYN COMMUN, 31(19), 2001, pp. 2921-2927
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
19
Year of publication
2001
Pages
2921 - 2927
Database
ISI
SICI code
0039-7911(2001)31:19<2921:SARON>2.0.ZU;2-D
Abstract
Methylation of N-(2-thiazolyl)-nitramine in alkaline solution gives 1,2-dih ydro-3-methyl-2-nitriminothiazole which rearranges in concentrated sulphuri c acid yielding small amount of 2-(N-methylamino)-5-nitrothiazole, identica l with the product of rearrangement of N-methyl-N-(2-thiazolyl)-nitramine. The latter compound was obtained by the action of sodium hydride on 2-(N-me thylamino)-thiazole followed by the nitration with n-butyl nitrate.