Titrimetric methods for the determination of some sulpha drugs using N-bromophthalimide and N-bromosaccharin

Kumar, Krishnapillai Girish; Indrasenan, P.

doi:10.1039/an9881301369

Cited by 17 publications

(9 citation statements)

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“…N-halo compounds are mild oxidizing agents, which have been used extensively for the catalyzed and uncatalyzed oxidation of a variety of organic compounds [4][5][6][7][8][9][10]. A number of workers have studied the oxidation and halogenation of Gly by N-halo compounds, due to the biological significance of Gly [11][12][13][14]. However, not much attention was paid to the kinetics of the reactions, and only limited work with the aim of measuring the rates of oxidation of Gly by N-halo compounds has been performed [15,16].…”

Section: Introductionmentioning

confidence: 99%

Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium

Singh¹,

Jain²,

Negi³

et al. 2010

Transition Met Chem

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The kinetics of ruthenium(III) chloridecatalyzed oxidation of glycine by N-bromophthalimide (NBP) was studied in aqueous perchloric acid at 35°C. The results showed first-and zero-order behavior with respect to NBP and Gly, respectively. Ru(III) showed a catalytic effect on the reaction which followed first-order kinetics with respect to [Ru(III)] at a low concentration range and tended to zero order at high concentration range. The rates decreased with increase in the proton concentration, while chloride positively influenced the rate of the reaction. Two moles of NBP were required to oxidize one mole of Gly, and the products were identified as phthalimide (NHP), HCN, CO 2 , and Br -. Neither added NHP nor Br -influenced the reaction rate. Ionic strength and dielectric constant of the medium had no significant effect on the rate. Activation parameters were determined by studying the reaction at different temperatures. A reaction scheme of the catalytic oxidation is proposed.

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Section: Introductionmentioning

confidence: 99%

Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium

Singh¹,

Jain²,

Negi³

et al. 2010

Transition Met Chem

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“…Previous work on the oxidation and halogenation of glycine by N-halo compounds has received considerable attention (19)(20)(21)(22)(23)(24)(25)(26)(27)(28); however, very limited work on the kinetics of oxidation of glycine by N-halo compounds has been documented (29)(30)(31). A perusal of the literature shows that the reactivity of N-bromophthalimide (NBP) could be compared with that of other N-bromoimides such as N-bromosuccinimide (NBS) and N-bromosaccharin (NBSA).…”

mentioning

confidence: 99%

Kinetics of glycine oxidation by N‐bromophthalimide in the presence of sodium dodecyl sulfate

Joshi¹,

Katre²,

Singh³

2006

J Surfact & Detergents

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The kinetics of oxidation of glycine by N-bromophthalimide (NBP) were studied in the presence of an anionic surfactant, sodium dodecyl sulfate, in acidic medium at 308 K. The rate of reaction was found to have first-order dependence on [NBP] and fractional-order dependence on [glycine] and [H + ]. The addition of reduced product of the oxidant had no significant effect on the rate of reaction. Increasing [Hg(OAc) 2 ] and [Br -] increased the rate of reaction, whereas a change in ionic strength (µ) of the medium had no effect on oxidation velocity. The rate of reaction decreased with a decrease in dielectric constant of the medium. HCN was identified as the main oxidation product of the reactions. The various activation parameters have been computed. A suitable mechanism consistent with the experimental findings has been proposed. The index of cooperativity and the micelle binding constant have been calculated.Surfactants are amphipathic molecules with both hydrophobic and hydrophilic properties. When these molecules are dissolved in water they can achieve segregation of their hydrophobic portions from the solvent by self-aggregation. Aggregates of these surfactants, known as micelles, are responsible for altering the rates of organic reactions in aqueous surfactant solutions. Additions of surfactants to mixtures of chemical reactants are considered in view of the following: first, to further understand factors that influence the rates of reaction; second, to gain additional insight into the exceptional catalysis of enzymatic reactions; and third, to explore the utility of micellar systems for the purpose of synthesis. The micellar catalysis in chemical reactions is well reported (1-7). The hydrophobic and electrostatic forces in the presence of surfactants influence the rates of several redox reactions (8-17). The observed rate of reaction depends on the association between the reactants and micellar aggregates. Different models have been proposed to describe the reactions in the presence of micelles.Glycine occurs about every third amino acid in collagen, the most abundant protein in the body. It can be used directly as an energy source or for synthesis of glucose to supply blood sugar. It is required for porphyrin synthesis to initiate the pathway leading to heme formation. Every cell function involving formation of RNA or DNA is glycinedependent because of its role in purine biosynthesis. The importance of glycine in brain function is illustrated by the finding that nonketotic hyperglycinemia is associated with early myoclonic encephalopathy that may respond to vitamin B 6 (18).Previous work on the oxidation and halogenation of glycine by N-halo compounds has received considerable attention (19-28); however, very limited work on the kinetics of oxidation of glycine by N-halo compounds has been documented (29-31). A perusal of the literature shows that the reactivity of N-bromophthalimide (NBP) could be compared with that of other N-bromoimides such as N-bromosuccinimide (NBS) and N-bromosaccharin (NBSA). NB...

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“…N-Bromo derivatives of amides, imides, and sulfonamides are prepared in near quantitative yield using CH 3 C(O)OBr (82). N-Bromophthalimide [2439- and N-bromosaccharin [35812-01-2], a derivative of o-sulfamoylbenzoic acid, are useful brominating agents in analytical chemistry (162). Numerous N-halo derivatives of aromatically substituted amines, such as ureas, cyanamides, carbamates, and amino acids, have also been prepared.…”

Section: Other Aromatic Compounds N-chloro-n-substituted-p-nitroanilmentioning

confidence: 99%

N‐Halamines

Worley¹,

Wojtowicz²

2004

Kirk-Othmer Encyclopedia of Chemical Technology

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N ‐Halamines are inorganic and organic compounds in which oxidative halogen is chemically bonded to nitrogen. They have both research and commercial importance, particularly in the areas of disinfection of water and stabilization of free halogen. The N ‐halogen bond is formed by reaction of an amine, imine, amide, or imide with halogen, hypohalous acid, or hypochlorite. Only the chloro and bromo derivatives are of commercial importance. The physical and chemical properties, preparation, manufacture, uses, safety and handling, toxicity, and economic aspects of chloramines and bromamines are discussed. The chemistry of chloramines and bromamines is diversified not only because nitrogen and halogen act as reaction sites, but because of the different modes by which these functionalities react. Research activity on synthetic applications of chloramines and bromamines continues to be high. In aqueous solution, the chloramines and bromamines generally undergo hydrolysis to varying degrees forming hypochlorous and hypobromous acids. Thus generally these N ‐halamines can be considered as halogen release agents, and many, eg, chloroisocyanurates, find use in bleaching, disinfecting, and sanitizing applications. Others, such as halogen derivatives of ammonia, are important because they are industrial process intermediates (monochloramine) or of significance in water treatment (mono‐, di‐, and trichloramine). The most recent work has concerned covalent attachment of N ‐halamine moieties to insoluble polymers so as to create biocidal materials with excellent potential for commercial utilization.

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Titrimetric methods for the determination of some sulpha drugs using N-bromophthalimide and N-bromosaccharin

Cited by 17 publications

References 0 publications

Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium

Kinetic study of the ruthenium(III)-catalyzed oxidation of glycine by N-bromophthalimide in acidic medium

Kinetics of glycine oxidation by N‐bromophthalimide in the presence of sodium dodecyl sulfate

N‐Halamines

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