On the chemistry of the Weidel test for xanthine

In this communication the reaction route of the Weidel test for xanthine is provided.In that assay the compound is dissolved in warm chlorine water, evaporated on the water bath and treated under bell-jar with NH3.A dark pink or purple develops, changed to violet by sodium or potassium hydroxide.After hydration of the imidazole ring to a carbinoldiamino group, there is protonation at N-9 and ring opening.Acid catalysed hydration of the C-C double bond yields a hemiaminal that loses ammonia, giving a carbonyl group at C-4 in the pyrimidine ring.Hydrolysis of the formamido group in the chain affords uramil which is oxidised in part to alloxan with protonated hypochlorous acid.Combination of the last two barbituric acid derivatives form purpuric acid whose ammonium salt is purple.

Publication Details

Journal
Journal of Chemical Biological and Physical Sciences
Published
2025-05-05
DOI
https://doi.org/10.24214/jcbps.a.15.2.14045
Citations
1
Primary Topic
History and advancements in chemistry
Type
article
Field-Weighted Citation Impact
1.75
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article

On the chemistry of the Weidel test for xanthine

1 citations
Journal of Chemical Biological and Physical Sciences
History and advancements in chemistry
1.75
article

On the chemistry of the Weidel test for xanthine

article en
1 citations

Abstract

In this communication the reaction route of the Weidel test for xanthine is provided.In that assay the compound is dissolved in warm chlorine water, evaporated on the water bath and treated under bell-jar with NH3.A dark pink or purple develops, changed to violet by sodium or potassium hydroxide.After hydration of the imidazole ring to a carbinoldiamino group, there is protonation at N-9 and ring opening.Acid catalysed hydration of the C-C double bond yields a hemiaminal that loses ammonia, giving a carbonyl group at C-4 in the pyrimidine ring.Hydrolysis of the formamido group in the chain affords uramil which is oxidised in part to alloxan with protonated hypochlorous acid.Combination of the last two barbituric acid derivatives form purpuric acid whose ammonium salt is purple.

Journal of Chemical Biological and Physical SciencesVol. 15(2)
Openalex Percentile: Top 16%
History and advancements in chemistry
1.75
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