1-Furfuryl-3-furoylthio-urea

Abstract

The title compound, C11H10N2O3S, was synthesized from furoyl isothio-cyanate and furfurylamine in dry acetone. The thio-urea group is in the thio-amide form. The trans-cis geometry of the thio-urea group is stabilized by intra-molecular hydrogen bonding between the carbonyl and cis-thio-amide and results in a pseudo-S(6) planar ring which makes dihedral angles of 2.5 (3) and 88.1 (2)° with the furoyl and furfuryl groups, respectively. There is also an intra-molecular hydrogen bond between the furan O atom and the other thio-amide H atom. In the crystal structure, mol-ecules are linked by two inter-molecular N - H⋯O hydrogen bonds, forming dimers. These dimers are stacked within the crystal structure along the [010] direction.