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Title: Organic synthetic methods applicable to the incorporation of tritium into molecules
Author: Mistry, A. G.
Awarding Body: University College of Swansea
Current Institution: Swansea University
Date of Award: 1987
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A novel bromination procedure has been developed using N-bromosuccinimide(NBS) as brominating agent, silica gel as catalyst and an aprotic solvent such as dichloromethane. The reactions are simply carried out by stirring a dichloromethane solution of the appropriate heterocycle under nitrogen with NBS and silica gel. The reactions are very convenient to carry out. In many cases, simple removal of the silica gel by filtration and evaporation of solvent provides the pure products in high yields. The degree of substitution is readily controlled by choice of stoicheiometry. The method has been applied to a number of nitrogen heterocycles; examples are indoles, benzimidazoles, carbazole and dihydrodibenzazepine. The brominated compounds have been used in halogen-tritium exchange reactions using palladium-on-charcoal as catalyst and tritium gas. In some cases, there has been a need to reduce functional groups such as, nitriles, in addition to the bromine-tritium exchange reactions. A new catalyst has been developed which will reduce a nitrile to an amine and carry out the bromine-tritium exchange all in one reaction pot. For example, tritiated tryptamine has been formed with high specific activity from 2,6-dibromoindole-3-acetonitrile. Technical investigations of the bromination and tritiation of purine and pyrimidine bases, their nucleosides and nucelotides have also been carried out. As a result of these investigations, a better procedure for the tritiation of nucleotides has been developed.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available