13244-33-2Relevant academic research and scientific papers
An imine-based colorimetric chemodosimeter for the detection of hypochlorite (ClO -) in aqueous media: its application in test strips and real water samples
Yun, Dongju,Chae, Ju Byeong,Kim, Cheal
, (2019)
Abstract: A highly selective colorimetric chemodosimeter ASAD, (E)-2-((4-(diethylamino)-2-hydroxybenzylidene)amino)-5-methoxybenzenesulfonic acid, was readily synthesized and characterized. The probe ASAD could selectively recognize hypochlorite (ClO -) through an oxidative cleavage of C=N bond with a color change from yellow to colorless and detected it down to a low concentration of 0.95 μ M. Importantly, ASAD could be employed as a practical and efficient optical sensor for ClO - in test strips and water samples. Moreover, the detection process of ASAD to hypochlorite was demonstrated by UV-vis spectroscopy, NMR titration and theoretical calculations. Graphical abstract: A highly selective colorimetric chemodosimeter ASAD was developed to selectively recognize hypochlorite (ClO -) through an oxidative cleavage of C=N bond with color change from yellow to colorless and could detect it down to a low concentration of 0.95 μ M.
Synthesis method of 2-amino-5-methoxybenzene sulfonic acid
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Paragraph 0013; 0014, (2017/01/02)
The invention discloses a synthesis method of 2-amino-5-methoxybenzene sulfonic acid, and belongs to the technical field of organic chemosynthesis. According to the method, firstly, 2H2SO4 and sodium nitrate are added into phenol to generate p-nitrophenol; then, zinc powder and hydrochloric acid are added; p-aminophenol is further generated; then, concentrated sulfuric acid and an Aladdin reagent are dropwise added into the aminophenol; 2-amino-5-methoxybenzene sulfonic acid is obtained after the reaction; then, a sodium hydroxide solution is added to generate 2-amino-5-sodium epoxide phenol sodium; finally, a CH3I solution is added into the 2-amino-5-sodium epoxide phenol sodium; after the 2-amino-5-sodium epoxide phenol sodium is generated, a H2SO4 solution is added at high temperature; the 2-amino-5-methoxybenzene sulfonic acid is generated. Examples prove that the method provided by the invention has the advantages that the operation is simple; the implementation is easy; no any toxicity exists; in addition, the synthesized product can be easily, automatically and biologically degraded; the synthesis yield reaches higher than 82 percent.
Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids
Jagadeesh,Karthikeyan,Nithya,Sandhya, Y. Sree,Reddy, S. Sudhaker,Reddy, P. Pradeep Kumar,Kumar, M. Vinod,Charan, K.T. Prabhu,Narender,Bhagat
experimental part, p. 99 - 107 (2010/12/18)
Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (KC) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced.
Laccase-mediated synthesis of novel substituted phenoxazine chromophores featuring tuneable water solubility
Bruyneel, Frederic,Payen, Olivier,Rescigno, Antonio,Tinant, Bernard,Marchand-Brvnaert, Jacaueline
, p. 8283 - 8295 (2011/03/20)
Laccases are members of the blue copper oxidases family found in nature. They commonly oxidise a wide range of phenol and aniline derivatives, which in turn are involved in oxidative coupling reactions. Yet, laccases remain rarely described as biocatalysts in organic synthesis. This paper describes the chemical preparation of original sulfonated aminophenol substrates and their enzyme-mediated dimerisation into phenoxazine chromophores that feature tuneable water solubility as a function of the sulfonyl substituent. The scope and limitations of the bio-catalysed synthetic process are outlined. Kinetic data were collected to evaluate the influence of physicochemical parameters. The structure of the novel phenoxazine dyes ("head-to-head" or "head-to-tail" dimer) was assessed by NMR spectroscopic analysis. Two crystalline compounds were analysed by X-ray diffraction. Such lac-case-mediated synthesis (a green chemistry process) was proven to be more efficient than the chemical oxidation of o-aminophenols with silver oxide.
Preparation, crystal structure and microwave studies on ring-substituted arylammonium hydrogen sulfate salts
Kapoor,Srivastava, Pratibha,Singh, Gurdip,Froehlich, Roland
, p. 1283 - 1288 (2008/09/18)
Three ring substituted arylammonium hydrogen sulfates (RSAHS)/ring substituted dianilinium sulfates (RDAS) have been prepared from corresponding arylamines by treatment with excess conc. H2SO4 and characterized by X-ray crystallography, elemental, gravimetric and spectral analyses. The RSAHS/RDAS salts yield the corresponding ring substituted amino benzene sulfonic acids (RSABSA) when subjected to microwave irradiation. It is observed that these salts undergo transformation to acid in solid state via proton transfer reaction prior to sulfonation.
Effect of substituent in diazotized orthanilic acid on the azo coupling with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid in citrate-phosphate buffers
Kornev,Zheltov
, p. 1095 - 1099 (2007/10/03)
Effect of substituent in the para position with respect to the diazo group in diazotized orthanilic acid derivatives on the rate and selectivity of azo coupling with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid was studied in citrate-phosphate buffers. The selectivity of azo coupling at the 3-position of the azo component almost does not depend on the nature of electron-donor substituent. Electron-acceptor groups considerably reduce the selectivity of formation of the 3-isomer. Previous conclusions, according to which the rate-determining stages are different depending on the site of azo coupling of diazotized orthanilic acid with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid, were found to be also valid for some 5-substituted orthanilic acid derivatives. The rate-determining stage in the azo coupling at the 3-position can change upon introduction of strong electron-acceptor substituents capable of interacting with the diazo group. The contribution of the multicenter mechanism of deprotonation of the σ-complex with participation of water molecules was presumed to increase in going to the diazo components having electron-donor substituents.
Triphendioxazine dyestuffs
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, (2008/06/13)
The novel triphendioxazine dyestuffs of the formula STR1 in which the substituents R, R', T1, T2, X, Y and n have the meanings given in the description are highly suitable for the dyeing and printing of cellulose-containing or amido-containing material.
High temperature process for preparing fiber reactive dyes
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, (2008/06/13)
A process for preparing monoazo dyes by coupling a aromatic diazonium salt with an amino-4-hydroxy-naphthalene sulfonic acid derivative at a temperature of 40°-85° C. The process of the invention provides a isomerically purer dye.
Bisazo brown reactive dye
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, (2008/06/13)
A brown reactive dye represented by a free acid of the formula, STR1 wherein R is a hydrogen atom or a C1 to C4 alkyl group, X is --SO2 CH2 CH2 Cl, --SO2 CH=CH2, --SO2 CH2 CH2 OSO3 H or --SO2 CH2 CH2 OPO3 H2, rings A, B and C are each a benzene or naphthalene ring which may have other substituent, m is 0 to 3 and n is 0 to 1. This dye is suitable for dyeing cellulose fibers brown to afford dyeings superior in fastnesses, acid stability, build-up property and level dyeing property.
