S,S'‐ and S,N‐disubstituted derivatives of 1,3,4‐thiadiazoledithiones
TL;DR: In this paper, an efficient synthesis of 2-n-dodecylthio-4-phenylthiomethyl-1,3,4-thiadiazole-5-thione is described.
About: This article is published in Journal of Heterocyclic Chemistry.The article was published on 1990-02-01. It has received 34 citations till now. The article focuses on the topics: Alkylation.
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TL;DR: In this article, the N-chloromethyl group of 1-(Chamberlainhyl)benzotriazole undergoes nucleophilic substitution by carbon, nitrogen, phosphorus, oxygen, and sulphur nucleophiles.
Abstract: The N-chloromethyl group of 1-(chloromethyl)benzotriazole undergoes nucleophilic substitution by carbon, nitrogen, phosphorus, oxygen, and sulphur nucleophiles. α-Lithiation was achieved in high yield in 1-phenylthiomethyl-, 1-phenylsulphinylmethyl-, and 1-(phenylstilphonylmethyl)benzotriazoles and the lithio derivatives reacted with a variety of electrophiles. New benzotriazolium salts were prepared by quaternization of the N-3 nitrogen with methyl iodide.
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TL;DR: In this article, the conformational preferences in solution of eight new open-chain and cyclic aromatic sulphides containing pyridine or 1,3,4-thiadiazole units have been investigated, parallel to those of some structurally related phenyl sulphides, by means of 1H NMR spectroscopy.
Abstract: The conformational preferences in solution of eight new open-chain and cyclic aromatic sulphides containing pyridine or 1,3,4-thiadiazole units have been investigated, parallel to those of some structurally related phenyl sulphides, by means of 1H NMR spectroscopy. The results obtained have shown that replacement of phenyl by the pyridyl or the 1,3,4-thiadiazolyl moieties induces slightly different propeller arrangements, ascribed to the higher conjugative tendency of both electron-deficient heteroaromatic rings, in all open-chain mixed sulphides, in opposition to the skew arrangements observed for phenyl sulphide derivatives. No prominent differences have been found for cyclic sulphides, which preferentially adopt the sterically unhindered saddle shape conformation.
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