organic compounds
Open access
The title compound, C15H16N2O5S, is a product of the reaction of 2-(2,4-dimethoxyphenylamino)-1,3-thiazol-4(5H)-one with acetic anhydride. The presence of the acetyl and acetoxy groups in the molecule indicates that the starting thiazole exists as a tautomer in the reaction mixture with exocyclic amino and enol moieties. The acetyl group is tilted slightly from the heterocyclic ring plane [dihedral angle = 4.46 (11)°], while the acetoxy group is almost perpendicular to this ring [dihedral angle = 88.14 (12)°]. An intramolecular acetyl–methoxy C—HO interaction is noted. In the crystal, molecules are connected into a three-dimensional architecture by C—HO interactions.
organic compounds
Open access
The structural analysis of the title compound, C14H14N2O4S, particularly the presence of an acetyl group at the exocyclic N atom and the C(H)—C(O2CMe)—N acetoxy group in the thiazole ring, may indicate that one of the starting materials, i.e. 2-(4-methoxyanilino)-1,3-thiazol-4(5H)-one, exists in the reaction mixture, at least partially, as a tautomer with an exocyclic amine N atom and an enol group. The acetoxy and acetyl groups deviate from the thiazole plane by 69.17 (6) and 7.25 (19)°, respectively. The thiazole and benzene rings form a dihedral angle of 73.50 (4)°. In the crystal, centrosymmetrically related molecules are connected into dimeric aggregates via C—HO interactions.