Isothiocyanates (ITCs) are classified as a separate group of volatile sulfur compounds naturally occurring by enzymatic hydrolysis of glucosinolates in the presence of the myrosinase enzyme. Myrosinase causes cleavage of the thio-glucose bond to give rise to unstable aglycone. This aglycone spontaneously rearranges to several products. Most frequently, it undergoes a Lossen rearrangement to produce an isothiocyanates, at a neutral pH. Isothiocyanates have been reported as having important biological effects, particularly protection against chemical carcinogens and acting as major inhibitors of microbial and bacterial activity. Isothiocyanates have become interesting to many scientists in the past decade, and numerous methods of their synthesis have been developed. The aim of this study was preparation of p-nitrophenyl ITC with two different methods. The synthetic process involves an in situ generation of a dithiocarbamate salt from the amine substrate by reacting with CS 2 followed by elimination to form the isothiocyanate product with cyanuric acid as the desulfurylation reagent. This general and facile protocol is significant for the preparation of a broad range of alkyl and aryl isothiocyanates. In addition to the classic synthesis of p-nitrophenyl ITC and 1,4-diisothiocyanatobenzene, a microwave assisted synthesis was also performed at various radiation intensities. The methods were compared in terms of their duration and the reaction conditions. The synthesized compounds were identified with chromatographic and spectroscopic techniques. Analysis