SINTESIS SENYAWA N - (2,6 - DIMETILASETANILIDE) - IMINODIASETAT (HIDA) DAN TURUNAN - TURUNANNYA

• Main Author: Rediating, Wayan
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/862
• Institution: Institut Teknologi Bandung

<b>ABSTRAK:</br></b><br /> <p align=\"justify\">N-(2,6-dimethvlacetanili_de)- iminodiacetic acid(HIDA) and its derivatives labeled with Tc-99m have ideal properties as hepatobiliary agents to detect hepatobiliary diseases. Therefore many investigators have paid much attention to these compounds for a wide field of applications. Some hospitals in Indonesia have started to use 99m Tc-HIDA for the same purposes, however these compounds are still imported from European countries. It is therefore the aim of this research to synthesize HIDA and its derivatives in order to be self supporting in this matter. The process was carried out through 2 steps of reactions and the optimum conditions of each step were studied. In the first step, the synthesis of d-chloroalkylacetanilide was carried out by acetylation of the alkylated aniline, followed by the second step i.e. to synthesize IIIDA and its derivatives through nucleophilic substitution under basic conditions. The purity of the products were determined by high performance liquid chromatography besides determining their melting points,whereas their structures werem evaluated from its ultraviolet,infra red and mass spectrometric data. By this method, it was possible to synthesize 6 kindsof HIDA and its derivatives with different alkyL groups on the phenyl such as 2,3-dimethyl,2,4-dimethyl, 2,6-diethyl, p,n-propyl and p,n-butyl HIDA. In the first step of reaction,the acidity of the solvent seems to influence the yields. The highest yield (97%) was obtained by using CH 3COOH as solvent. The effect of the methyl group toward the yield in the synthesis of alkylehloroacetanilide is more due to the inductive effect rather than by any other effects. Groups larger than methyl show significant steric effects especially for groups at the ortho position. The yield in the second step of reaction seems to be influenced by polarity of the solvent, time of reaction and pH of the reaction mixture. The highest yield -aas obtaind in a C 2 H SOH/H 20/NaOH system at pH=11,0 by ref luxing for 5 hours. In the second reaction step side products were observed which should he considered for further investigation.