Synthesis of new 4,6-disubstituted-1,3-5-triazin-2-yloxy esters and N-hydroxyamides

Abstract

A convenient method for synthesis of new sym-triazine ester and hydroxamate derivatives has been developed. Various reaction conditions were studied and optimized, and a series of new 1,3,5-triazine based esters and N-hydroxyamides were obtained with good yields (38-80%). The reaction between oxo-derivatives of 4,6-disubstituted-1,3,5-triazines and halogenated carboxylic esters derivatives using Cs2CO3 as a catalyst was found to be the most convenient method for 4,6-disubstituted-1,3,5-triazine-2-yloxy esters synthesis. These 1,3,5-triazin based esters served as precursors for the synthesis of 4,6-disubstituted-1,3,5-triazin-2-yloxy-N-hydroxybutanamides using solution of hydroxylamine hydrochloride in dry methanol and KOH at room temperature. Structures of the newly synthesized compounds were obtained by 1 H NMR, 13 C NMR, MS, IR spectral data and elemental analysis.

Synthesis and Cytotoxic Activity of Hexahydro‐1,3,5‐triazine Derivatives through Ring Condensation

“…Hexahydrotriazines as symtriazines are important building blocks in high‐explosive compounds 1–4 and are reported to show a broad spectrum of biological activity in particular, antitumor, antimicrobial, and anticancer activities 5 . They are also used as herbicides, carcenolytics, and growth stimulating and antidote activity 6 . An increasing interest with hexahydrotriazine core is attracted by hexahydrotriazine derivatives, as witnessed in a recent review on their pharmaceutical activity properties.…”