Determination of isoniazid in drugs with 2-iodoxybenzoate

Verma, Krishna K.; Gulati, Anil Kumar

doi:10.1021/ac00251a032

Cited by 16 publications

(3 citation statements)

References 17 publications

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“…[120bc,152b,168]). It appears quite possible that in transformations of this type (in addition to a few reactions discussed in Section 6) IBX acts by oxidizing the halides first, [195] although neither the activation of IBX through the halide nor the phase-transfer catalysis can be ruled out.…”

Section: A-hydroxylation Of Carbonyl Compoundsmentioning

confidence: 99%

2‐Iodoxybenzoic Acid—A Simple Oxidant with a Dazzling Array of Potential Applications

2011

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Since its discovery by Christoph Hartmann and Victor Meyer in 1893, 2-iodoxybenzoic acid (IBX) has emerged as a rather ubiquitous oxidant for organic synthesis. The past decade has seen the development of a large variety of applications that go far beyond the simple oxidation of alcohols. This Review is concerned with the synthetic potential of IBX, with particular emphasis on uncommon reactivity patterns and novel fields of application.

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Section: A-hydroxylation Of Carbonyl Compoundsmentioning

confidence: 99%

2‐Iodoxybenzoic Acid—A Simple Oxidant with a Dazzling Array of Potential Applications

2011

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“…[193,194] 168,120b,c]). Es ist gut möglich, dass in diesen Reaktionen (und in einigen in Abschnitt 6 diskutierten Reaktionen) die Funktion von IBX primär in der Oxidation der eingesetzten Halogenide liegt, [195] auch wenn weder eine Aktivierung von IBX durch das Halogenid noch eine Phasentransferkatalyse ausgeschlossen werden können.…”

Section: A-hydroxylierung Von Carbonylverbindungenunclassified

2‐Iodoxybenzoesäure – ein einfaches Oxidationsmittel mit einer Vielfalt an Anwendungsmöglichkeiten

Duschek

Kirsch

2011

Angewandte Chemie

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Seit seiner Entdeckung durch Christoph Hartmann und Victor Meyer im Jahr 1893 hat sich 2‐Iodoxybenzoesäure (IBX) zu einem geradezu ubiquitär einsetzbaren Oxidationsmittel entwickelt. Insbesondere in den vergangenen zehn Jahren wurde eine Vielzahl von Anwendungsmöglichkeiten beschrieben, die weit über die einfache Oxidation von Alkoholen hinausgehen. Dieser Aufsatz behandelt das Potenzial von IBX in der Synthese, wobei insbesondere unerwartete Reaktivitäten und moderne Anwendungen im Mittelpunkt der Diskussion stehen.

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“…During a project to analyze multicomponent drugs without preseparation of their constituents (26)(27)(28)(29)(30)(31), we aimed to determine aspirin in the presence of salicylic acid and other active constituents of drug formulations. It was found that aspirin quickly trans acetylates 4-aminophenol to produce acetaminophen (jV-acetyl-4-aminophenol), which can be determined spectrophotometrically by its reaction with iodylbenzene or titrated photometrically with 2-iodylbenzoate.…”

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confidence: 99%

Spectrophotometric determination of aspirin by trans acetylation of 4-aminophenol

Verma¹,

Jain²

1986

Anal. Chem.

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Aspirin transacetylates 4-amlnophenol, yielding acetamlnophen (N-acetyl-4-amlnophenoI), whlch can be determined by Its Oxidation to an orange-yellow product either by lodylbenzene In acetone when the absorbance is measured at 430 nm or by photometric titration with 2-lodylbenzoate In acetone-water medium at 444 nm. Sallcyllc acid, salicylamide, oxyphenbutazone, caffeine, and sodlum hydrogen carbonate do not Interfere. Drug mixtures of acetaminophen and aspirin have been analyzed by determlnlng acetaminophen alone dlrectly wHh lodyl reagents and then determlnlng acetamlnophen plus asplrln afler 4-amlnophenol reactlon; aspirln Is found by difference.As an aromatic ester, aspirin (acetylsalicylic acid) has a good leaving group and is thus relatively susceptible to hydrolysis to salicylic and acetic acids (1-3) and other acyl transfer reactions, the catalytic effect being shown by the ortho carboxyl group and by the presence of moisture or basic substances (4, 5). It is this phenomenon that accounts for the instability of aspirin in the pharmaceutical preparations (2). According to an extensive survey of aspirin tablets (6), levels of salicylic acid can be similar to those of acetylsalicylic acid, and under certain conditions a large number of other products can be formed (6-9).In recent formulations aspirin is dispensed with acetaminophen, caffeine, and oxyphenbutazone. Methods, e.g., titration with a base in nonaqueous media (lo), nitrozation followed by alkalization (11), and bromimetry (12) are general reactions and cannot be used in the presence of salicylic acid or for compound tablets. Colorimetry (13), fluorometry (5), GC (14,15), and room-temperature phosphorimetry (16) have been used in many methods but HPLC is convenient for monitoring salicylic acid simultaneously with aspirin and other active ingredients (1 7-20). Conversion of aspirin into salicylic acid during sample preparation is a vexing problem and it can limit the accuracy of determination. Attempts to obviate or minimize errors from this source include injection of sample within a few minutes of its preparation (21), extrapolation of results back to time zero (51, preparation of calibrated standards with matching amounts of aspirin (7), selection of solvents to minimize salicylic acid formation (4,20,22), and separation of aspirin from product ingredients that accelerate its degradation (22). Complex formulations have been analyzed by ultraviolet absorption after separation of their constituents by partition chromatography (23-25).During a project to analyze multicomponent drugs without preseparation of their constituents (26-31), we aimed to determine aspirin in the presence of salicylic acid and other active constituents of drug formulations.

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Determination of isoniazid in drugs with 2-iodoxybenzoate

Cited by 16 publications

References 17 publications

2‐Iodoxybenzoic Acid—A Simple Oxidant with a Dazzling Array of Potential Applications

2‐Iodoxybenzoic Acid—A Simple Oxidant with a Dazzling Array of Potential Applications

2‐Iodoxybenzoesäure – ein einfaches Oxidationsmittel mit einer Vielfalt an Anwendungsmöglichkeiten

Spectrophotometric determination of aspirin by trans acetylation of 4-aminophenol

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