1252003-60-3Relevant academic research and scientific papers
One-pot four-component synthesis of 4-hydrazinothiazoles: Novel scaffolds for drug discovery
Titus, Sarah,Sreejalekshmi, Kumaran G.
, p. 5465 - 5467 (2014/12/11)
One pot ring synthesis of novel 4-hydrazinothiazoles through sequential four-component route employing carbonyl compounds, aminoguanidine, isothiocyanates, and α-haloketones was accomplished under mild reaction conditions. Base-assisted eliminative aromatization in the [4+1] ring synthesis shed light on interesting leaving group propensities of amine versus hydrazine resulting in the exclusive formation of the title compounds with immense potential as scaffolds for drug discovery. Hydrazone deprotection was effected by acylation which subsequently provided a new set of diacylated molecular systems with a wider scope as chemical handles in the design of thiazolyl drug candidates.
A facile, sequential multicomponent approach to N-aminoamidinothioureas- versatile synthons to bioactive heterocycles
Sreejalekshmi
experimental part, p. 1830 - 1837 (2010/11/16)
A sequential, three-component approach for the rapid and convenient one-pot synthesis of N-aminoamidinothioureas is reported. The improved synthetic strategy involves the selective blocking of amino functionality in aminoguanidine by Schiff base formation with carbonyl compounds to generate corresponding N-(alkylidene/arylidene)aminoguanidines and their subsequent in situ condensation with isothiocyanate. The structural motif incorporates three points for diversity multiplication, making it a suitable candidate for combinatorial synthesis. The generality of the improved procedure was established by synthesizing a series of diverse compounds through solution phase parallel synthesis by varying the carbonyl and isothiocyanate components. The newly synthesized compounds were characterized by spectral methods. The developed synthetic procedure employs mild reaction conditions, and individual steps are carefully optimized for easy automation. Copyright
