Next Article in Journal / Special Issue
Synthesis and X-ray Structure of a New Pyrrolo[1,2-b]-pyridazine Derivative
Previous Article in Journal / Special Issue
Valence Topological Charge-Transfer Indices for Reflecting Polarity: Correction for Heteromolecules
Molecules 2005, 10(2), 346-359; doi:10.3390/10020346
Article

The Preparation and Characterization of 5-Substituted-4-chloro-1,2,3-dithiazolium Salts and their Conversion into 4-Substituted-3-chloro-1,2,5-thiadiazoles

Received: 29 November 2004; Accepted: 16 December 2004 / Published: 28 February 2005
(This article belongs to the Special Issue Sulfur-Nitrogen Heterocycles)
Download PDF [133 KB, uploaded 18 June 2014]
Abstract: A series of monosubstituted acetonitriles were treated with disulfur dichloride atroom temperature in CH2Cl2 to afford 5-substituted-4-chloro-1,2,3-dithiazolium chlorides 1.Where the 5-substituent was not a good leaving group the chloride salts were converted intothe corresponding perchlorate salts 2 which were sufficiently stable and soluble to provideboth 1H- and 13C-NMR and cyclic voltammetry data. Several of the dithiazolium chlorideswere converted into their corresponding 4-substituted-3-chloro-1,2,5-thiadiazoles 13 ontreatment with aqueous ammonia. Mechanisms for all reactions are proposed.
Keywords: 1; 2; 3-Dithiazole; 1; 2; 5-thiadiazole; heterocycle; heteroaromatic; electro- chemistry. 1; 2; 3-Dithiazole; 1; 2; 5-thiadiazole; heterocycle; heteroaromatic; electro- chemistry.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Koutentis, P. The Preparation and Characterization of 5-Substituted-4-chloro-1,2,3-dithiazolium Salts and their Conversion into 4-Substituted-3-chloro-1,2,5-thiadiazoles. Molecules 2005, 10, 346-359.

AMA Style

Koutentis P. The Preparation and Characterization of 5-Substituted-4-chloro-1,2,3-dithiazolium Salts and their Conversion into 4-Substituted-3-chloro-1,2,5-thiadiazoles. Molecules. 2005; 10(2):346-359.

Chicago/Turabian Style

Koutentis, P. 2005. "The Preparation and Characterization of 5-Substituted-4-chloro-1,2,3-dithiazolium Salts and their Conversion into 4-Substituted-3-chloro-1,2,5-thiadiazoles." Molecules 10, no. 2: 346-359.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert