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Intramolecular cyclization of 2-(heteroarylsulfanyl)-N-(3-oxoalkenyl)acetamides: synthesis of 3-(heteroarylsulfanyl)- and 3-sulfanylpyridin-2(1H)-ones.
- Source :
-
Chemistry of Heterocyclic Compounds . Sep2020, Vol. 56 Issue 9, p1180-1186. 7p. - Publication Year :
- 2020
-
Abstract
- The reaction of 2-chloro-N-(3-oxoalkenyl)acetamides with 1,3-benzothiazole-2(3H)-thione, 1,3-benzoxazole-2(3H)-thione, and 1-methyl-1,3-dihydro-2H-benzimidazole-2-thione led to the formation of 2-(heteroarylsulfanyl)-N-(3-oxoalkenyl)acetamides. By the action of a base, these compounds were converted into pyridin-2(1H)-ones containing a divalent sulfur atom in position C-3 bonded to a heterocyclic ring. Bromination, nitration, alkylation of 3-(1,3-benzothiazol-2-ylsulfanyl)pyridin-2(1H)-ones have been studied. The action of zinc in acetic acid transformed these compounds into 3-sulfanylpyridin-2(1H)-ones. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ACETAMIDE
*ACETIC acid
*NITRATION
*BROMINATION
*ALKYLATION
*SULFUR
Subjects
Details
- Language :
- English
- ISSN :
- 00093122
- Volume :
- 56
- Issue :
- 9
- Database :
- Academic Search Index
- Journal :
- Chemistry of Heterocyclic Compounds
- Publication Type :
- Academic Journal
- Accession number :
- 146952193
- Full Text :
- https://doi.org/10.1007/s10593-020-02795-1