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Issue 35, 2014
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Selective N-alkylation of primary amines with R–NH2·HBr and alkyl bromides using a competitive deprotonation/protonation strategy

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Abstract

Monoalkylation of primary amines using amine hydrobromides and alkyl bromides has been carried out. Under controlled reaction conditions the reactant primary amine was selectively deprotonated and made available for reaction, while the newly generated secondary amine remained protonated, and did not participate in alkylation further. Reaction was carried out under mild reaction conditions and was applicable to a wide range of primary amines and alkyl bromides.

Graphical abstract: Selective N-alkylation of primary amines with R–NH2·HBr and alkyl bromides using a competitive deprotonation/protonation strategy

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Publication details

The article was received on 05 Mar 2014, accepted on 07 Apr 2014 and first published on 08 Apr 2014


Article type: Communication
DOI: 10.1039/C4RA01915F
Citation: RSC Adv., 2014,4, 18229-18233
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    Selective N-alkylation of primary amines with R–NH2·HBr and alkyl bromides using a competitive deprotonation/protonation strategy

    S. Bhattacharyya, U. Pathak, S. Mathur, S. Vishnoi and R. Jain, RSC Adv., 2014, 4, 18229
    DOI: 10.1039/C4RA01915F

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