Related Experiment Video
Updated: Jun 1, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
N-(2,4-Dioxo-1,3-thia-zolidin-3-yl)-2-(4-isobutyl-phen-yl)propanamide
Abstract:
In the title compound, C(16)H(20)N(2)O(3)S, the thia-zolidine ring is approximately planar [maximum deviation = 0.020 (2) Å] and forms a dihedral angle of 86.20 (11)° with the benzene ring. The mean plane through the propanamide unit forms dihedral angles of 88.54 (12) and 76.36 (12)°, respectively, with the thia-zolidine and benzene rings. In the crystal structure, mol-ecules are linked into chains along the a axis by N-H⋯O inter-actions. These chains are inter-connected into two-dimensional arrays parallel to the ab plane by three different C-H⋯O inter-actions. The crystal structure is further stabilized by weak inter-molecular C-H⋯π and N⋯O [2.713 (2) Å] inter-actions.
Related Concept Videos
Diazonium Group Substitution: –OH and –H
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...

