Synthesis of Isothiazolone and 5-Chloroisothiazolone Derivatives Through Simple Amidation and Cyclization Processes

Rosalina Wisastra ( Bioorganic, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung)
Frank J. Dekker ( Pharmaceutical Gene Modulation, Graduate School of Pharmacy, Faculty of Mathematics and Natural Sciences, University of Groningen)
Megawati Santoso ( Bioorganic, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung)

Jurnal Matematika & Sains
Vol 16, No 2 (2011)

Several methyl alkanoate substituted isothiazolones and 5-chloroisothiazolones were synthesized using a simple amidation process of 3,3’-dipropionic acid and chlorination during 3,3’-dithiobispropanamide cyclization process, respectively. The results showed that 5-chloroisothiazolones were produced in a good yield (40-70%), whereas the isothiazolones are produced in moderate yield (±20%). Keywords: Isothiazolone, 5-chloroisothiazolone, Organic synthesis, 3,3’-dithiopropionic acid. Sintesa Derivatif Isothiazolon dan 5-Kloroisothiazolon melalui Proses Amidasi dan Siklisasi Sederhana Abstrak Berbagai senyawa turunan dari isothiazolon tersubsitusi oleh metil alkanoat dan 5-kloroisothiazolon disintesis masing-masing melalui proses amidasi sederhana pada senyawa 3,3’-asam dipropionat dan klorinasi saat terjadinya siklisasi 3,3’-dithiobispropanamida. Dalam penelitian ini, 5-kloroisothiazolon tersubsitusi oleh metil alkanoat dapat dihasilkan dengan yield yang memadai (40-70%), sedangkan isothiazolon dapat dihasilkan dengan yield 20%. Kata kunci: Isothiazolon, 5-kloroisothiazolon, Sintesis organik, Asam 3,3’-dithiopropionat