Assessment of a reductive amination route to methyl (3-nitrobenzyl) amine hydrochloride

TJ Connolly, A Constantinescu, TS Lane…

Index: Connolly, Terrence J.; Constantinescu, Anton; Lane, Tim S.; Matchett, Michael; McGarry, Patrick; Paperna, Mariya Organic Process Research and Development, 2005 , vol. 9, # 6 p. 837 - 842

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Citation Number: 12

Abstract

During the development of a sodium borohydride mediated reductive amination of 3- nitrobenzaldehyde with methylamine, studies revealed that partial reduction of the nitro group occurred, and potentially dangerous azo-and azoxy-containing products were generated. Borane-tert-butylamine activated with methanesulfonic acid was determined to be a safer reducing agent, and abuse tests on the reduction stage of the process have ...