The chemistry of Marchand’s test for strychnine identification

Sánchez‐Viesca, Francisco; Gómez, Reina

doi:10.30574/msarr.2020.1.1.0020

Cited by 6 publications

(5 citation statements)

References 3 publications

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“…In this communication we provide the oxidation route of morphine by means of antimony trichloride. This is a follow up of our studies on reaction mechanism, [3][4][5][6][7].…”

Section: Introductionmentioning

confidence: 74%

The oxidation mechanism of Morphine with Antimony trichloride

Francisco Sánchez-Viesca,

Reina Gómez

2024

World J. Chem. Pharm. Sci.

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In this communication the oxidation route of morphine with antimony trichloride is provided. The deliquescent reagent is partially hydrolysed to antimonyl chloride with concomitant release of hydrogen chloride. The reactive species is obtained by protonation of the oxychloride. The electro donor phenol group in morphine forms an organometallic ester of gem-chlorohydrin type which eliminates hydrogen chloride. Protonation of the oxo-antimonite creates a δ+ at the aryl oxygen, favouring a nucleophilic reaction at ortho-position. Reaction of dichloro-hydroxy-antimony at this site produces a ketone and separation of antimony mono-hydroxide (Redox step). Aromaticity is recovered by enolization and the electro donor phenol gives rise to an ortho-quinone with separation of antimony mono-chloride and a chloride ion (Second redox step). Another cyclic reaction mechanism can operate involving five atoms. Finally, a bimolecular electron transfer yields two atoms of elemental antimony.

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“…In this communication we provide the oxidation route of morphine by means of antimony trichloride. This is a follow up of our studies on reaction mechanism, [3][4][5][6][7].…”

Section: Introductionmentioning

confidence: 74%

The oxidation mechanism of Morphine with Antimony trichloride

Francisco Sánchez-Viesca,

Reina Gómez

2024

World J. Chem. Pharm. Sci.

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“…In this communication we provide the reaction route and the electron flow, step by step. This paper is a follow up of our studies on reaction mechanism, [3][4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

On the Mechanism of the Caro Synthesis of Methylene Blue

Sánchez‐Viesca

Gómez

2021

EJCS

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The recent interest for new applications of methylene blue as a promising drug for several important ailments prompted us to fill unknown aspects related to this compound. Since there is no mechanism on the Caro synthesis of methylene blue, we provide the electron flow, step by step, from the starting N,N-dimethylphenylenediamine to the dibenzothiazine derivative. It is a free radical generation system due to the oxidizing properties of ferric chloride. We pointed out the alternative reactions that take place with hydrogen sulphide, the reducer from which the thiazine ring is formed.

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“…In this communication we provide the mechanism of the reactions that occur in this assay. This communication is a follow up of our studies on the chemistry of colour tests, [2][3][4][5][6].…”

Section: Introductionmentioning

confidence: 99%

The Chemistry of van de Moer Test for Cytisine

Sánchez‐Viesca

Gómez

2021

EJCS

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Cytisine is an alkaloid with biological activity that is used as medication for smoking cessation treatment. It is a quinolizidine derivative, one ring being 2-pyridinone, and there is a third cycle, a disubstituted piperidine. Thus, the analytical chemistry of this compound is relevant. In this communication we provide the chemistry involved in the spot test for cytisine identification by means of ferric chloride/hydrogen peroxide. The electron flow, step by step, is given from the alkaloid to the final colored products. The sequence is based on the chemical properties of the substrate and reagents, disclosing the series of reactions occurring in this assay. The process is in accordance with the experimental results. We also give the mechanism of cytisine degradation, from a quinolizidine system to 6,8-dimethyl quinoline, which involves an interesting rearrangement.

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The chemistry of Marchand’s test for strychnine identification

Cited by 6 publications

References 3 publications

The oxidation mechanism of Morphine with Antimony trichloride

The oxidation mechanism of Morphine with Antimony trichloride

On the Mechanism of the Caro Synthesis of Methylene Blue

The Chemistry of van de Moer Test for Cytisine

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