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STUDIES ON THE STEREOMECHANISM OF THE REACTION OF SULPHIDES WITH CHLORAMINE-T
Abstract
In the reactions of sulphides (RQS) with chlaramine-T (TsNClNa) sulphilimines (RQSNTs) and sulphoxides (RQSO) are known to be produced from a chlorosulphonium-sulphon-amidate ion-pair intermediate (RQSC1, TsNH) in fast competitive SN reactions of different steric controll. The stereomechanism was investigated in reactions of sulphides (RQ*S) with asymmetric carbon atom adjacent to sulphur, leading to diastereomeric sulphilimines (RQ*S*NTs) and sulphoxides (RQ*S*O). The proportions and the configurations of the diastereomers of both products were determined. The efficiency of the asymmetric induction was found to depend on the bulkiness of the substituents of sulphides. The major diastereomeric components of the produced sulphilimines and sulphoxides proved to have opposite configurations about sulphur. On this basis, the hydrolysis of chlorosulphonium ion yielding sulphoxide is assumed to proceed through a sulphurane intermediate via an a-a type ligand exchange, while the formation of sulphilimine from chlorosulphonium -sulphonamidate ion-pair may involve an a-e type displacement.
... Thus we extended the CAT as an analytical reagent for the determination of albendazole in tablets. The method reported here is that ABZ is known to undergo oxidation by CAT producing both sulphilimines and sulphoxides as diastereomeric products [32], and the overall reaction requires 1 mol of CAT per 1 mol of ABZ. ...
From the literature survey, it is confirmed that there are only a few analytical methods for the determination of albendazole. The principle behind this investigation is to produce a simple, exact and quick method of titrimetry for the quantification of albendazole. Albendazole having an oral broad-spectrum biological activity present in pharmaceutical drugs is determined using a conventional and reliable iodometric method using chloramine-T as an oxidant. The method involves the oxidation of sulfur by chloramine-T in glacial acetic acid, followed by the iodometric determination of the unreacted chloramine-T.
The review gives a systematic account and surveys the results of recent studies of the chemistry of sulfides. The structure and physicochemical properties of sulfides, the methods for their synthesis, as well as their reactions are considered. The bibliography includes 211 references. Bibtex entry for this abstract Preferred format for this abstract (see Preferences) Find Similar Abstracts: Use: Authors Title Abstract Text Return: Query Results Return items starting with number Query Form Database: Astronomy Physics arXiv e-prints
The present review deals with the chemistry of sulfimides and related compounds. Some problems concerning the nature of the S═N bond, methods of synthesis, spectral and chemical properties of sulfimides and iminosulfinic acid derivatives (chlorides, amides, esters) are considered.
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