Related Experiment Video
Updated: May 13, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
3-Benzoyl-1-(2-meth-oxy-phen-yl)thio-urea
N Selvakumaran1, M Mary Sheeba, R Karvembu
1Department of Chemistry, National Institute of Technology, Tiruchirappalli 620 015, India.
Abstract:
In the title compound, C15H14N2O2S, the central C2N2OS moiety is planar (r.m.s. deviation of fitted atoms = 0.0336 Å). This is ascribed to the formation of an S(6) loop stabilized by an intra-molecular N-H⋯O hydrogen bond; additional intramolecular N-H⋯O and C-H⋯S contacts are also noted. The dihedral angles between the central unit and the phenyl and benzene rings are 23.79 (7) and 29.52 (5)°, respectively. The thione S and ketone O atoms are mutually anti, as are the N-H H atoms; the O atoms lie to the same side of the mol-ecule. Centrosymmetric eight-membered {⋯HNC=S}2 synthons feature in the crystal packing. The resulting inversion dimers stack along the a axis and are connected into a three-dimensional structure by C-H⋯O and C-H⋯π inter-actions.
Related Concept Videos
Diazonium Group Substitution: –OH and –H
Electrophilic Aromatic Substitution: Nitration of Benzene
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation and Reactions of Sulfides
Nucleophilic Aromatic Substitution: Elimination–Addition

