156-56-9 Purity
95%
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Specification
Zha X, et al. Green Synthesis and Catalysis, 2025.
Methoxamine hydrochloride was experimentally applied as a dual methylene and heteroatom source in an electrochemical amino- or methoxymethylation of weak nucleophiles. In a constant-current electrosynthetic setup, amide or heteroaryl substrates were reacted with excess methoxamine hydrochloride in acetonitrile, using ammonium iodide as a supporting electrolyte. Electrolysis was conducted at room temperature under air with a graphite anode and platinum cathode, enabling direct C-N or C-O bond formation via an in situ Mannich-type process. This method allowed weakly nucleophilic amides and sulfonamides to undergo efficient functionalization without pre-activation. Notably, by increasing current and reaction time, primary amides were selectively converted to N-(methoxymethyl)amide derivatives. The procedure demonstrates methoxamine hydrochloride's practical utility in scalable, reagent-economical electrochemical C-H functionalization.
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