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

Full Text: HTML

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 ...

Related Articles:

Reactions of N-chlorobenzylmethylamines with secondary amines in acetonitrile. Effect of base strength upon the imine-forming transition state

[Cho, Bong Rae; Namgoong, Sung Keon; Bartsch, Richard A. Journal of Organic Chemistry, 1986 , vol. 51, # 8 p. 1320 - 1324]

Reactions of N-halobenzylalkylamines with sodium methoxide in methanol

[Cho, Bong Rae; Yoon, Jong Chan; Bartsch, Richard A. Journal of Organic Chemistry, 1985 , vol. 50, # 24 p. 4943 - 4946]

More Articles...