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18.16.9 Product Subclass 9: Alkoxytriaminomethanes and Alkoxytrinitromethanes

DOI: 10.1055/sos-SD-018-01407

Diaper, C. M.Science of Synthesis, (2005181234.

The chemistry and properties of alkoxytriaminomethanes 157 have been investigated. 4,4-Dimethyloxazolidine derivatives have been used as thermal and UV stabilizers in linear low-density polyethylene (LLDPE) films by acting as radical scavengers.[‌196‌] 2,2-Diamino-2H-oxazolones have been identified as oxidation products of the base 2-deoxyguanosine and have been used in the study of the oxidative damage to DNA.[‌197‌] Alkoxytriaminomethanes condense with a range of active methylene compounds to form 1,1-diaminoalkenes 161 (Scheme 40).[‌139‌,‌198‌] They react with esters and N,N-dialkylamides to form tetrasubstituted alkenes 160,[‌35‌] but react with free amides to give N-acylureas 158 and with acyl cyanides to form guanidinium cyanides 159.[‌41‌]

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