Efficient green synthesis of a potential novel nosylation reagent and its DFT study

Abstract

4-(Dimethylamino)-1-((4-nitrophenyl)sulfonyl)pyridin-1-ium chloride ([DMAPNS]⁺Cl⁻) has been designed based on DFT studies to have higher reactivity coupled with better stability than that of [DMAPTS]⁺Cl⁻. Accordingly, this novel reagent was prepared by using 1.0 equivalent of p-nitrobenzene sulfonyl chloride (1), 1.0 equivalent of DMAP (2) with higher yield (>99%), using sustainable approaches. The following greener techniques were optimized in the preparation of the novel reagent (i) less hazardous method (3^rd principle of green chemistry), (ii) bio renewable (7^th principle of green chemistry), 2-MeTHF solvent (Class 3 solvent), (iii) room temperature (6^th principle of green chemistry), and (iv) column chromatography free methods (4^th principle of green chemistry).

Graphical Abstract

Keywords:

• Green chemistry
• nosylation reagent
• DFT study
• mild conditions

Acknowledgements

We thank Osmania University and Palamuru University for providing infrastructural facilities and IICT, UOH for spectral data assistance.