3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea

Abstract

The title compound, C10H8N4O2S, was synthesized from furoyl isothiocynate and 2-aminopyrimidine in dry acetone. The two N—H groups are in an anti conformation with respect to each other and one N—H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thiourea fragment forms dihedral angles of 13.50 (14) and 5.03 (11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan and pyrimidine rings is 18.43 (10)°. The molecular conformation is stabilized by an intramolecular N—H...N hydrogen bond generating an S(6) ring motif. In the crystal, molecules are linked by pairs of N—H...N and weak C—H...S hydrogen bonds to form inversion dimers.