<p>Thiourea derivatives stand out in modern organic chemistry due to their diverse biological activities and coordination properties. This study presents the synthesis and detailed structural characterization of a novel symmetrical bis-thiourea derivative, namely N,N’-hexamethylene bis[cyclohexanoylcarbamate] N,N’-bis[phenylthiourea]. The nucleophilic addition reaction was carried out via the reaction of the starting material, N,N’-hexamethylene bis[cyclohexanoylcarbamate], with phenyl isothiocyanate in DMF in the presence of triethylamine as a catalyst. The optimal reaction conditions were determined, the features of the nucleophilic addition (AN) process were investigated, and a plausible reaction mechanism was proposed. The experimental results indicated that, to obtain the bis-thiourea derivative in high yield (68 %), the reaction should be conducted at 30 °C for 6 h. The molecular structure was comprehensively confirmed using FT-IR and NMR spectroscopy. FT-IR spectroscopic analysis revealed characteristic stretching vibrations of thioamide groups in the region of 1619–1573 cm⁻¹, while the corresponding deformation vibration band was identified at 1253 cm⁻¹. <br /> Furthermore, ¹³C NMR spectroscopic data unequivocally confirmed the presence of the thiocarbonyl carbon at 179.24 ppm, while ¹H NMR clearly demonstrated the presence of the NH proton of the aryl-substituted group at 9.35 ppm. The presence of a long aliphatic hexamethylene chain and lipophilic cyclohexanoyl groups within the molecule makes this compound a promising precursor for the development of coordination complexes and biologically active substances.</p>