On the chemistry of Jorissen test for morphine

The Jorissen’s test for morphine employs warm sulphuric acid both as solvent and reagent. Care must be taken in order to prevent morphine-apomorphine rearrangement. The species for sulphonation derives from sulphuric acidium ion whose dehydration produces the reactive cation HSO3+. Reaction with the phenolic group in morphine gives an organic sulphate. Interaction with a hydrion and water elimination produces a key intermediate. There is separation of sulphur dioxide, ketone formation, and formation of a new sulphate at the activated C-2 position. Isomerization of dienone to phenol restores aromaticity. Finally, dehydration by acidolysis gives rise to a concerted push-pull mechanism: water, SO2, and an ortho-benzoquinone are formed. Added ferrous sulphate and ammonia water originate halochromism: red to violet colour and the ammonia turns blue.

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Publication Details

Journal
International Journal of Chemical and Pharmaceutical Research Updates
Published
2025-04-11
DOI
https://doi.org/10.53430/ijcpru.2025.4.2.0029
Primary Topic
Synthesis and pharmacology of benzodiazepine derivatives
Type
article
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article

On the chemistry of Jorissen test for morphine

Francisco Sánchez‐Viesca, Reina Gómez
International Journal of Chemical and Pharmaceutical Research Updates
Synthesis and pharmacology of benzodiazepine derivatives
article

On the chemistry of Jorissen test for morphine

Francisco Sánchez‐Viesca, Reina Gómez
article en

Abstract

The Jorissen’s test for morphine employs warm sulphuric acid both as solvent and reagent. Care must be taken in order to prevent morphine-apomorphine rearrangement. The species for sulphonation derives from sulphuric acidium ion whose dehydration produces the reactive cation HSO3+. Reaction with the phenolic group in morphine gives an organic sulphate. Interaction with a hydrion and water elimination produces a key intermediate. There is separation of sulphur dioxide, ketone formation, and formation of a new sulphate at the activated C-2 position. Isomerization of dienone to phenol restores aromaticity. Finally, dehydration by acidolysis gives rise to a concerted push-pull mechanism: water, SO2, and an ortho-benzoquinone are formed. Added ferrous sulphate and ammonia water originate halochromism: red to violet colour and the ammonia turns blue.

International Journal of Chemical and Pharmaceutical Research UpdatesVol. 4(2)
Openalex Percentile: Top 94%
Synthesis and pharmacology of benzodiazepine derivatives
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