Synthesis of primary thiocarbamates by silica sulfuric acid as effective reagent under solid-state and solution conditions
- A simple and efficient method for the conversion of alcohols and phenols to primary O-thiocarbamates and S-thiocarbamates in the absence of solvent (solvent-free condition) using silica sulfuric acid (equivalent to SiO2-OSO3H) as a solid acid is described. The products are easily distinguished by IR, NMR and X-ray data. X-ray data of the compounds reveal a planar trigonal orientation of the NH2 nitrogen atom with the partial C,N double-bond character and the C=S or C=O groups in synperiplanar position with C-aryl-O and C-alkyl-S moieties, respectively. Moreover, the -O-CS-NH2 group which is perpendicular to the plane of the benzene ring in 1c and the central thiocarbamate -S-CO-NH2 group in 2b are essentially planar.
| Verfasserangaben: | Ali Reza Modarresi-Alam, Iman Dindarloo Inaloo, Erich KleinpeterORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1016/j.molstruc.2012.05.033 |
| ISSN: | 0022-2860 |
| Titel des übergeordneten Werks (Englisch): | Journal of molecular structure |
| Verlag: | Elsevier |
| Verlagsort: | Amsterdam |
| Publikationstyp: | Wissenschaftlicher Artikel |
| Sprache: | Englisch |
| Jahr der Erstveröffentlichung: | 2012 |
| Erscheinungsjahr: | 2012 |
| Datum der Freischaltung: | 26.03.2017 |
| Freies Schlagwort / Tag: | Isothiocyanic acid; N-unsubstituted (primary)S-thiocarbamates; N-unsubstituted(primary)O-thiocarbamates; Silica sulfuric acid; Solid acid; Solvent-free |
| Band: | 1024 |
| Ausgabe: | 9 |
| Seitenanzahl: | 7 |
| Erste Seite: | 156 |
| Letzte Seite: | 162 |
| Fördernde Institution: | Sistan & Baluchestan University Graduate Council |
| Organisationseinheiten: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer Review: | Referiert |
