3-Benzyl-2-phenyl-1,3-thiazolidin-4-one

Abstract

In the title compound, C16H15NOS, the thia­zolidine ring, which is essentially planar [maximum deviation = 0.071 (2) Å], makes dihedral angles of 88.01 (8) and 87.21 (8)° with the terminal phenyl rings. The dihedral angle between the phenyl rings is 49.45 (5)°. In the crystal, mol­ecules are linked by a weak inter­molecular C—H⋯O hydrogen bond, forming a supra­molecular chain along the b axis. Furthermore, the crystal packing is stabilized by a weak C—H⋯π inter­action.

(Z)-3-(4-Methylphenyl)-2-[(2-phenylcyclohex-2-en-1-yl)imino]-1,3-thiazolidin-4-one

“…The thiazolidine (S1/N2/C13-C15) ring is essentially planar with a maximum deviation of 0.025 (2) Å at atom C14 and forms dihedral angles of 63.50 (7) ° and 57.52 (6) ° with the benzene rings (C1-C6 and C16-C21) respectively. The bond lengths (Allen et al, 1987) and angles are within normal ranges and are comparable to the related structure (Fun et al, 2011).…”

“…For details of thiazolidin-4-one derivatives, see: Previtera et al (1994); Sharma & Kumar (2000); Kato et al (1999a,b); Tanabe et al (1991); Rawal et al (2005); Voss et al (2003). For a related structure, see: Fun et al (2011). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

(Z)-3-(4-Bromophenyl)-2-[(2-phenylcyclohex-2-en-1-yl)imino]-1,3-thiazolidin-4-one

“…The dihedral angle between the benzene ring and bromo-substituted benzene ring is 76.06 (7)°. The bond lengths and angles are comparable to related structures (Fun et al, 2011;Ooi et al, 2012a&b).…”

“…For related structures and background to thiazolidin-4-one derivatives, see: Fun et al (2011); Ooi et al (2012a,b). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

The First Solvent‐Free, Microwave‐Accelerated, Three‐Component Synthesis of Thiazolidin‐4‐ones via One‐Pot Tandem Staudinger/aza‐Wittig Reaction

“…All the synthesized compounds were completely characterized by NMR (1D and 2D), IR, and mass spectral techniques. Recently, we have published the X‐ray crystal structure of 4a , which prove its structure unequivocally.…”