3-[(Furan-2-yl)carbon-yl]-1-(pyrimi-din-2-yl)thio-urea

Abstract

The title compound, C10H8N4O2S, was synthesized from furoyl isothio-cynate and 2-amino-pyrimidine 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 thio-urea 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 mol-ecular conformation is stabilized by an intra-molecular N-H⋯N hydrogen bond generating an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of N-H⋯N and weak C-H⋯S hydrogen bonds to form inversion dimers.

Fig. 1.

The molecular structure of the title compound showing 30% probability displacement ellipsoids. Dashed lines indicate an intramolecular N—H···N hydrogen bond.

Fig. 2.

Crystal packing for the title compound viewed along the c axis. Dashed lines indicate intermolecular N—H···N and C—H···S hydrogen bonds.