SINTESIS ASAM MEFENAMAT DENGAN PREKURSOR 2,3-DIMETILANILIN DAN ASAM O-IODOBENZOAT

• Main Author: Rachel Tanaka, Stephani
• Format: Final Project
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/44337
• Institution: Institut Teknologi Bandung

The increasing need for medicines in Indonesia is not in line with the development of active pharmaceutical ingredients (API) industry. In order to improve national self-reliance efforts, research to produce API needs to be conducted. Mefenamic acid, a Non-Steroidal Anti- Inflammatory Drugs (NSAIDs), belongs to one of the demanded drugs in Indonesia. The aim of this research was to obtain mefenamic acid synthesized applying modified method in milligram scale. The synthesis of mefenamic acid was performed by means of a one pot reaction method applying o-iodobenzoic acid and 2,3-dimethylaniline as starting materials in tetrahydrofuran (THF) as solvent with copper (II) acetate and n-ethyl morpholine as catalysts. The synthesis was conducted at high temperatures of 80-120° C in approximately 5 hours. Purification of the synthesis results was performed using classical column chromatography using ethyl acetate: chloroform: toluene (1: 3: 6) as an eluent. Reaction monitoring and column yield fractions were performed by thin layer chromatography (TLC) with ethyl acetate: chloroform: toluene (1: 3: 3) as an eluent under 254 nm UV light. Infrared Spectroscopy and High-Performance Liquid Chromatography (HPLC) were used to identify the product compared to mefenamic acid standard. Confirmation of structure was performed by Nuclear Magnetic Resonance (NMR) spectroscopy. The NMR spectrum of the product showed the same pattern of both chemical shifts and splitting signals with those of mefenamic acid standard. Mefenamic acid was successfully obtained with a yield of 21.3% of theoretical calculations.