Abstract
In the title compound, C18H17N3O4S, the pyrazole ring is planar, with the sulfur atom lying 0.558 (1) Å out of the ring plane. The NH2 group is involved in an intra-molecular hydrogen bond to a sulfonyl oxygen atom; its other hydrogen atom forms an asymmetric three-centre hydrogen bond to the two oxygen atoms of the -O-CH2-C=O- grouping, via the 21 screw axis, forming a ribbon structure parallel to the b axis. Translationally adjacent, coplanar ribbons form a layer parallel to (10).
Highlights
We are interested in devising synthetic strategies for heterocyclic ring systems containing the N-sulfonyl- and N-sulfonylamino moiety, which have shown significant biological activity as novel antiviral and antimicrobial agents (Azzam et al, 2017, 2019, 2020; Elgemeie et al, 2017, 2019; Zhu et al, 2013)
One 2 in N,N-dimethylformamide in the presence of potassium carbonate at room temperature furnished an adduct for which two possible isomers, the O-alkylated or N-alkylated Nsulfonylpyrazole structures (3 or 4) were considered
The 1H NMR spectrum of the product showed four singlet signals at = 2.40, 4.91, 5.45 and 6.34 ppm assigned for CH3, CH-pyrazole, CH2 and NH2 protons, in addition to signals assigned to aromatic protons
Summary
We are interested in devising synthetic strategies for heterocyclic ring systems containing the N-sulfonyl- and N-sulfonylamino moiety, which have shown significant biological activity as novel antiviral and antimicrobial agents (Azzam et al, 2017, 2019, 2020; Elgemeie et al, 2017, 2019; Zhu et al, 2013). Some of our recently published N-arylsulfonylpyrazoles (Elgemeie & Hanfy, 1999; Elgemeie et al, 1998, 2002, 2013) have been shown to be active as inhibitors of cathepsin B16 enzyme and NS2B-NS3 virus (Sidique et al, 2009; Myers et al, 2007). Based on these promising results, and in a continuation of our recent research to develop innovative and simple syntheses of other novel derivatives of N-sulfonylpyrazoles, we have begun to seek different scaffolds for use as potential pharmaceuticals (Zhang et al, 2020). The planes of the pyrazole and the tolyl rings are almost parallel [interplanar angle 14.46 (2)]
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
