Open Access
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
Publication type: Journal Article
Publication date: 2005-02-28
DOI:
10.3390/10020346
PubMed ID:
18007305
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A series of monosubstituted acetonitriles were treated with disulfur dichloride at room 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 into the corresponding perchlorate salts 2 which were sufficiently stable and soluble to provide both 1H- and 13C-NMR and cyclic voltammetry data. Several of the dithiazolium chlorides were converted into their corresponding 4-substituted-3-chloro-1,2,5-thiadiazoles 13 on treatment with aqueous ammonia. Mechanisms for all reactions are proposed.
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Total citations:
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Citations from 2024:
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(3.45%)
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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. Vol. 10. No. 2. pp. 346-359.
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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. Vol. 10. No. 2. pp. 346-359.
Cite this
RIS
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TY - JOUR
DO - 10.3390/10020346
UR - https://doi.org/10.3390/10020346
TI - 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
T2 - Molecules
AU - Koutentis, P
PY - 2005
DA - 2005/02/28
PB - MDPI
SP - 346-359
IS - 2
VL - 10
PMID - 18007305
SN - 1420-3049
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2005_Koutentis,
author = {P Koutentis},
title = {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},
journal = {Molecules},
year = {2005},
volume = {10},
publisher = {MDPI},
month = {feb},
url = {https://doi.org/10.3390/10020346},
number = {2},
pages = {346--359},
doi = {10.3390/10020346}
}
Cite this
MLA
Copy
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, vol. 10, no. 2, Feb. 2005, pp. 346-359. https://doi.org/10.3390/10020346.