4444-23-9Relevant articles and documents
Etamsylate and calcium dobesilate impurities, and preparation method and application thereof
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Paragraph 0083; 0094-0103; 0129-0130, (2020/05/01)
The invention discloses four types of etamsylate and calcium dobesilate impurities, namely a 2,5-dihydroxy-1,4-benzene disulfonic acid compound, a 2,4-dihydroxy-1,5-benzene disulfonic acid compound, a2,5-dihydroxy benzene sulfonate compound and a 2,3-dihydroxy benzene sulfonic acid compound, and a preparation method thereof. The purity of all the prepared compound is 96% or more, and the compounds can be used for the quality control of etamsylate and calcium dobesilate bulk drugs and preparations.
Reductive dehalogenation and dehalogenative sulfonation of phenols and heteroaromatics with sodium sulfite in an aqueous medium
Tomanová, Monika,Jedinák, Luká?,Canka?, Petr
supporting information, p. 2621 - 2628 (2019/06/03)
Prototropic tautomerism was used as a tool for the reductive dehalogenation of (hetero)aryl bromides and iodides, or dehalogenative sulfonation of (hetero)aryl chlorides and fluorides, using sodium sulfite as the sole reagent in an aqueous medium. This protocol does not require a metal or phase transfer catalyst and avoids using organic solvent as the reaction medium. This method is especially suitable for substrates that readily tautomerize (such as 2-or 4-halogenated aminophenols and 4-halogenated resorcinols), for which dehalogenation or sulfonation proceeds under mild reaction conditions (≤60 °C). As sodium sulfite is an inexpensive, safe, and environmentally less hazardous reagent, this method has at least three potential applications: (i) in the deprotection of halogens as protecting groups, using sodium sulfite as a reducing agent; (ii) in the sulfonation of aromatic halides under mild reaction conditions avoiding hazardous and corrosive reagents/solvents; and (iii) in the transformation of toxic halogenated aromatics into less harmful compounds.
Sulfonation and sulfation on reaction of 1,4-dihydroxybenzene and its methyl ethers in concentrated sulfuric acid
Cerfontain, Hans,Koeberg-Telder, Ankie
, p. 583 - 591 (2007/10/02)
The homogeneous reactions of 1,4-dihydroxybenzene (1), its monomethyl (2) and dimethyl ether (3) and 2-3-sulfonic acid in 68-105percent H2SO4 at 25 deg C have been studied and isomer distributions and rate coefficients for the various subsequent sulfonations, as well as the equilibrium data for the sulfation (-OH -OSO3H), are reported.For 2, the ratio of 2- to 3-sulfonation decreases upon increasing the sulfuric acid concentration from 68-98.5percent H2SO4, due to a gradual change-over in the effective sulfonating entity from H3SO4(1+) to H2S2O7.For 1-2-sulfonic acid (1-2-S), 2-2-S and 2-3-S, the ratios of 5- to 6-sulfonation are all ca. 25:75, whereas 3-2-S only yields the 5-sulfonic acid.Demethylation of the sulfonic acids of 2 and 3 in = 98.5percent H2SO4 is of minor importance, but plays a major role in 105,0 percent H2SO4, the eventual products being the bis(hydrogen sulfate)s 10 and 15, the tricyclic bis(sulfate sulfonate anhydride) 11 and the bicyclic hydrogen sulfate 16.Mechanisms for the sulfodemethylation and for the cyclization of the 2-sulfophenyl hydrogen sulfate moiety to the 1,3,2,4-benzodioxadithiin 2,2,4,4-tetraoxide system are proposed.