Studies on Pteridines and Related Pyrazines

Dick, George P. G (1956) Studies on Pteridines and Related Pyrazines. PhD thesis, University of Glasgow.

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1. A new method is reported for the synthesis of 2-amino-4-hydroxypteridines, namely, the condensation of 2-chloro-3-methoxycarbonylpyrazinss with guanidine salts. This method will enable the 2-position in this important type of pteridino molecule to be labelled isotopically at the final stage in the synthesis. A route to 2-chloro-3-methoxycarbonylpyrazines starting from readily available aliphatic compounds has been developed. The use of the aldehyde-binding reagent, sodium hydrogen sulphite in the condensation of alpha:beta-dicarbonyl compounds with aminomalonamide has been shown to facilitate the reaction. Contrary to a previous report, the condensation of methyl glyoxal with aminomalonamide, with or without an aldehyde-binding reagent present, gave 2-hydroxy-6-methylpyrazino-3-carboxyamide. This result has since been supported by more recent publications by two independent research teams. 2. A method has been developed for the synthesis of 2:8-dihydro-4-hydroxy-2-imino-8-methylpteridines from pyrazine derivatives This preliminary investigation will probably provide a suitable synthetic route to pteridine Mg glycosides, which have been postulated to occur in nature. The methylation of 2-hydro-5:6-diphenyl-3-carboxylic acid and its methyl ester have been studied.

Item Type: Thesis (PhD)
Qualification Level: Doctoral
Keywords: Organic chemistry
Date of Award: 1956
Depositing User: Enlighten Team
Unique ID: glathesis:1956-79203
Copyright: Copyright of this thesis is held by the author.
Date Deposited: 05 Mar 2020 11:28
Last Modified: 05 Mar 2020 11:28

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