2026-05-09T13:01:27Z https://www.eurjchem.com/index.php/eurjchem/oai

oai:ojs.www.eurjchem.com:article/2017 2020-12-31T04:46:12Z eurjchem:ART driver

Synthesis and crystallographic characterization of N-allyl-N-benzyl-4-methylbenzenesulfonamide Stenfors, Brock Anton Ngassa, Felix Nyuangem Sulfa drug Benzylation Amino acids Sulfonamide Environmentally benign Nucleophilic substitution N-Benzyl-4-methylbenzenesulfonamides were prepared via a two-step synthetic process involving the treatment of 4-methylbenzenesulfonyl chloride with a primary amine to give the corresponding 4-methylbenzenesulfonamide. Benzylation of the sulfonamide affords the substituted N-benzyl-4-methylbenzenesulfonamides. The similarities between the two steps of synthesis lend credence to the development of a one-pot synthesis of substituted N-benzyl-4-methylbenzenesulfonamides from 4-methylbenzenesulfonyl chloride. This method was applied to the synthesis of N-allyl-N-benzyl-4-methylbenzenesulfonamide and characterized through spectroscopic and crystallographic means. The crystal structure of N-allyl-N-benzyl-4-methylbenzenesulfonamide was obtained by single-crystal X-ray diffraction. The crystal structure reveals an orthorhombic Pna21 space group with cell parameters a = 18.6919 (18) Å, b = 10.5612 (10) Å, c = 8.1065 (8) Å, V = 1600.3 (3) Å3 and Z = 4, T = 173.15 K, μ(MoKα) = 0.206 mm-1, Dcalc = 1.251 g/cm3, 14455 reflections measured (4.36° ≤ 2Θ ≤ 54.96°), 3619 unique (Rint = 0.0439, Rsigma = 0.0429) which were used in all calculations. The final R1 was 0.0428 (I > 2σ(I)) and wR2 was 0.1079 (all data). Molecules are linked through C-H···N hydrogen bonds and C-H···π interactions. Atlanta Publishing House LLC 2020-09-30 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf text/plain https://www.eurjchem.com/index.php/eurjchem/article/view/2017 10.5155/eurjchem.11.3.245-249.2017 European Journal of Chemistry; Vol. 11 No. 3 (2020): September 2020; 245-249 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/2017/pdf_2017 https://www.eurjchem.com/index.php/eurjchem/article/view/2017/2672 Copyright (c) 2020 Authors