Research Article: N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl­idene)eth­yl]thiophene-2-carbo­hydrazide

Date Published: April 01, 2011

Publisher: International Union of Crystallography

Author(s): Madeleine Helliwell, Despina A. Nasiopoulou, Philip A. Harris, Antigoni Kotali, John A. Joule.


The title compound, C16H12N2O4S, was obtained by the condensation of 3-acetyl-4-hy­droxy­coumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio­phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O hydrogen bond. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains along the a axis.

Partial Text

For the synthesis, characterization and reactions of N-acyl hydrazones, see: Kotali (2009 ▶); Kotali et al., (2010 ▶).




0 0 vote
Article Rating
Notify of
Inline Feedbacks
View all comments