Halocyclization of S- and N-alkenyl derivatives of 5-methyl-1,3,4-thiadiazole-2-thione

2-Allylsulfanyl-5-methyl-1,3,4-thiadiazole, 2-(2-bromoallylsulfanyl)-5-methyl-1,3,4-thiadiazole, 2-[(but-3-en-1-yl)sulfanyl]-5-methyl-1,3,4-thiadiazole, and 2-methyl-5-[(pent-4-en-1-yl)sulfanyl]-1,3,4-thiadiazole were obtained by alkylation of 5-methyl-1,3,4-thiadiazole-2-thione. Halocyclization of...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-10, Vol.51 (10), p.923-928
Main Authors: Tarasova, Natal’ya M., Kim, Dmitry G., Slepukhin, Pavel A.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
Pharmacy
Sulfides
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Summary:2-Allylsulfanyl-5-methyl-1,3,4-thiadiazole, 2-(2-bromoallylsulfanyl)-5-methyl-1,3,4-thiadiazole, 2-[(but-3-en-1-yl)sulfanyl]-5-methyl-1,3,4-thiadiazole, and 2-methyl-5-[(pent-4-en-1-yl)sulfanyl]-1,3,4-thiadiazole were obtained by alkylation of 5-methyl-1,3,4-thiadiazole-2-thione. Halocyclization of the obtained unsaturated sulfides produced derivatives of thiazolo[2,3- b ][1,3,4]thiadiazolium, 6,7-dihydro-5 H -[1,3,4]-thiadiazolo[2,3- b ][1,3]thiazinium, and 5,6,7,8-tetrahydro[1,3,4]thiadiazolo[2,3- b ][1,3]thiazepinium systems.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-015-1797-z