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Original Articles

Solvent-free N-alkylation of 1,3,5-triaza-7: phospha-adamantane (PTA)

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Pages 469-470 | Received 06 Sep 2018, Accepted 11 Oct 2018, Published online: 17 Feb 2019
 

Abstract

1,3,5-triaza-7-phosphaadamantane was alkylated under solvent-free conditions with CH3I, CH3-(CH2)3-Br, Br-(CH2)4-Br, OH-CH2-CH2Br, and CH3CH2OOCCH2Br in a planetary ball mill with yields over 90%. Due to spontaneous resolution, both 1-(2-ethoxy-2-oxoethyl)-3,5-diaza-1-azonia-3,5-diaza-7-phosphaadamantane bromide (4) and (4-bromobutyl)-1-azonia-3,5-diaza-7-phosphaadamantane bromide (5) were obtained in the solid state as conglomerates of enantiomorphic crystals.

GRAPHICAL ABSTRACT

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