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- Title
Facile one-pot synthesis of hydroxylated 1,3-dithiane-pyrazolone hybrids.
- Authors
Rabiei, Maedeh; Nasiri, Farough
- Abstract
This paper presents an efficient one-pot approach for synthesizing hydroxylated 1,3-dithiane-pyrazolone hybrids. The process involves a reaction between pyrazolone derivatives, carbon disulfide, and epichlorohydrin (ECH). The structures of the produced 1,3-dithian-pyrazolone hybrids are determined based on their IR, 1H NMR, 13C NMR, and Mass spectroscopic data. Analysis of the 1H NMR spectra of compounds 4b and 4d revealed first-order splitting of the methylene hydrogens of the 1,3-dithian moiety, indicating that the OH group occupies an axial position in the preferred conformation of these derivatives. Despite the use of optically pure ECH as a starting material, racemization of products occurs during the reaction. The proposed reaction mechanism provides a rational explanation for this observation.
- Subjects
CARBON disulfide; PYRAZOLONES; EPICHLOROHYDRIN; RACEMIZATION
- Publication
Research on Chemical Intermediates, 2024, Vol 50, Issue 3, p1113
- ISSN
0922-6168
- Publication type
Article
- DOI
10.1007/s11164-023-05200-6