Synthesis and Spectral Study of N,N-diethyl-2-methyl-1-tosylpyrrolidine-2-carboxamide and Functionalized Sulfonamide Scaffolds

Ajani, Olayinka O.; Udonne, Joseph Denis; Ehi-Eromosele, C. O.; Olugbuyiro, J.A.O; Aderohunmu, Damilola V.; Ajanaku, C. O.; Audu, Oluwatosin Yemisi

doi:10.3923/crc.2016.10.20

Cited by 1 publication

(3 citation statements)

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“…The least signal was that of methylene (CH2) which resonated at 39.0 ppm. In the overall for targeted products 9a-j, the most deshielded carbon was found in 9g with signal at 172.9 ppm which was due to the presence of carbonyl of amide and it fell within the range of the values earlier reported by Ajani et al, 26 who synthesized and examined spectroscopic features of some bioactive sulfonamide containing motifs. The most shielded carbon atom among the final product was found in 9j with chemical shift of 18.5 ppm which depicted the presence of CH3 attached to long aliphatic carbon chains.…”

Section: Carboxamide and Hydrazine Carboxamide Moietiesmentioning

confidence: 56%

“…The development of amide is a basic process of high importance in the study of organic compounds. 26,27 Design of effective methodology for amide preparation stands as an excellent idea because of their significance in basic sciences, leading to many varieties of commercial and medicinal utilization and as crucial synthons in organic synthetic chemistry. 26,28 Therefore, it was envisaged that inserting of amide group into the sulfonamide moieties might lead to boosting or enhancement of antibacterial activity of such templates.…”

Section: Introductionmentioning

confidence: 99%

“…26,27 Design of effective methodology for amide preparation stands as an excellent idea because of their significance in basic sciences, leading to many varieties of commercial and medicinal utilization and as crucial synthons in organic synthetic chemistry. 26,28 Therefore, it was envisaged that inserting of amide group into the sulfonamide moieties might lead to boosting or enhancement of antibacterial activity of such templates. Hence, it is conceivable to design the synthetic route in this present work in such a way to have amide functionality being incorporated within the framework of the synthesized sulfonamides.…”

Section: Introductionmentioning

confidence: 99%

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"Facile Synthesis and Spectroscopic Characterization of Sulfonamide Bearing Diversified Carboxamide and Hydrazine Carboxamide Moieties "

Ajani¹,

Owolabi²,

Jolayemi³

et al. 2017

RJC

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This current research describes the eco-friendly synthesis of N-(s-phenyl)-3-phenyl-2-(phenyl sulfonamido)propanamides which are sulfonamide bearing diversified carboxamide moieties. The incorporation of amido functionality into the sulfonamide moieties was herein achieved in three steps in a cost-effective manner by starting from cheap amino acid, phenyl alanine which was reacted with benzenesulfonyl chloride to produce sulfonamide which upon subsequent esterification followed by amidation furnished carboxamido-incorporated sulfonamide analogs 9a-j in good to excellent yield. The completion of reaction processes was authenticated with Thin Layer Chromatography (TLC) and the chemical structures were validated through the elemental analysis result as well as spectroscopic means which include FT-IR, UV, 1 H and 13 C NMR. The technique used herein was found to be efficient and cost-effective for the production of the series of carboxamide diversified sulfonamide derivatives.

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Section: Carboxamide and Hydrazine Carboxamide Moietiesmentioning

confidence: 56%