ChemInform Abstract: SYNTHESIS AND SOME REACTIONS OF (2,2‐DIHALOCYCLOPROPYL)‐N‐NITROAMINES

Abstract

Beschrieben wird die Synthese der Halogencyclopropane (II) bzw. (III) nach dem Verfahren von Makosza.

Aliphatic nitramino alcohols and their derivatives

“…13 Reaction of N alkyl N vi nylnitramines with dihalogenocarbenes furnished N alkyl N (2,2 dihalogenocyclopropyl)nitramines in 32-67% yield (Scheme 56). 84, 85 Dichlorocyclopropyl fragment possessed high chemi cal stability and remained unchanged in various chemical reactions (Scheme 57). 84 N Dichlorocyclopropyl N methylnitramine with stands the treatment with acids and alkali metal alkoxides.…”

“…Heating of the same com pound in anhydrous ethanol in the presence of KF led to 3 ethoxy 4 nitro 4 azapent 1 yne, while its reduction with zinc resulted in N bromocyclopropyl N methylnit rosamine, which was oxidized with hydrogen peroxide to the corresponding nitramine (Scheme 58). 85 Thermocatalytic decomposition of N methyl N vinyl nitramine under conditions applied for ethyl diazo acetate resulted in a mixture of stereoisomers of ethyl 2 (methylnitramino)cyclopropylcarboxylate (Scheme 59). 86 Applying the general methods, these isomers were con verted into the carboxylic acids and the corresponding hydrazides and amides.…”