In the title compound, C13H10ClNOS2, the dihedral angle between the rhodanine (r.m.s. deviation = 0.008 Å) and 4-chloro­benzyl­idene rings is 1.79 (11)°. The allyl group attached to the N atom, which lies almost perpendicular to the rhodanine ring, is disordered over two orientations in a 0.519 (13):0.481 (13) ratio. A short intra­molecular C—H⋯S inter­action closes an S(6) ring. In the crystal, mol­ecules are linked by π–π stacking inter­actions [centroid–centroid separation = 3.600 (15) Å], generating inversion dimers.

The reaction of 3-allylrhodanine with 2-arylidene-4-methyl-5-oxopyrazolidinium ylides proceeded unexpectedly to the formation of novel 3-allyl-5-(arylidene)-2-thioxothiazolidin-4-ones 6a-k in good yields. All structures have been formulated on the basis of their spectral (IR, NMR, MS) data and elemental analyses. In addition, the structure of compound 6a was confirmed by means of X-ray crystallographic analysis.

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In the title compound, C14H13NO2S2, the rhodanine ring and the 3-methoxybenzylidene ring are nearly coplanar, as indicated by the dihedral angle of 1.77 (6)° between their planes. The allyl group is nearly perpendicular to the rhodanine ring, with a dihedral angle of 83.64 (19)°. An intramolecular C—H...S interaction forms anS(6) ring motif. In the crystal, molecules are linked by pairs of C—H...O hydrogen bonds into inversion dimers.