The syntheses of pteridin‐2‐one derivatives from diaminomaleonitrile (DAMN)
- 1 September 1986
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 23 (5) , 1299-1301
- https://doi.org/10.1002/jhet.5570230508
Abstract
1,3‐Dimethyl‐4‐iminopteridin‐2‐one, 1,3‐dimethylpteridine‐2,4‐dione, 1‐methylpteridine‐2,4‐dione, 4‐alkoxy‐1‐methylpteridin‐2‐one, and 4‐alkylamino‐1‐methylpteridin‐2‐one were synthesized from diaminomaleonitrile (DAMN) through pyrazine‐2,3‐dicarbonitrile. The synthetic procedures consist of the condensation of DAMN with glyoxal, the nucleophilic substitution of pyrazine‐2,3‐dicarbonitrile with methylamine, the reaction of 3‐methylaminopyrazine‐2‐carbonitrile with electrophiles such as methyl isocyanate and methyl chloroformate in the presence of sodium hydride, and the transformation of 3‐(methoxycarbonylmethyl)aminopyrazine‐2‐carbonitrile into the pteridine derivatives.Keywords
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