Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water
Autori
Milosavljević, Milutin M.Vukićević Ivan M.
Drmanic, Sasa Z.
Nikolic, Jasmina B.
Marinković, Aleksandar D.
Krstić, Sanja S.
Petrović, Slobodan D.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The present study reports a new facile methodology for the synthesis of symmetrical and asymmetrical thioureas by a one-pot reaction of the required amine, carbon disulfide and an oxidant, i.e., hydrogen peroxide, ethylenediaminetetraacetic acid (EDTA)/sodium percarbonate system or air. The structures of the synthesized compounds were confirmed by IR, H-1- and C-13-NMR and MS methods. A reaction mechanism is proposed based on the isolation of reaction intermediate and the determination of their structure. The synthetic benefits of the presented methods are reflected in the operational simplicity, mild reaction conditions, short reaction times, solvent recycling, high purity and yield of the products, absence of dangerous by-products and technological applicability on an industrial scale. Considering the commercial importance of thioureas, it should be emphasized that implementation of the optimal synthesis of thiourea determined in this study for industrial production could provide a c...oncurrent alternative to the existing technologies in use.
Ključne reči:
hydrogen peroxide / percarbonate / air / reaction mechanismIzvor:
Journal of the Serbian Chemical Society, 2016, 81, 3, 219-231Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.2298/JSC150831087M
ISSN: 0352-5139
WoS: 000375398500001
Scopus: 2-s2.0-84971516515
Kolekcije
Institucija/grupa
VinčaTY - JOUR AU - Milosavljević, Milutin M. AU - Vukićević Ivan M. AU - Drmanic, Sasa Z. AU - Nikolic, Jasmina B. AU - Marinković, Aleksandar D. AU - Krstić, Sanja S. AU - Petrović, Slobodan D. PY - 2016 UR - https://vinar.vin.bg.ac.rs/handle/123456789/1055 AB - The present study reports a new facile methodology for the synthesis of symmetrical and asymmetrical thioureas by a one-pot reaction of the required amine, carbon disulfide and an oxidant, i.e., hydrogen peroxide, ethylenediaminetetraacetic acid (EDTA)/sodium percarbonate system or air. The structures of the synthesized compounds were confirmed by IR, H-1- and C-13-NMR and MS methods. A reaction mechanism is proposed based on the isolation of reaction intermediate and the determination of their structure. The synthetic benefits of the presented methods are reflected in the operational simplicity, mild reaction conditions, short reaction times, solvent recycling, high purity and yield of the products, absence of dangerous by-products and technological applicability on an industrial scale. Considering the commercial importance of thioureas, it should be emphasized that implementation of the optimal synthesis of thiourea determined in this study for industrial production could provide a concurrent alternative to the existing technologies in use. T2 - Journal of the Serbian Chemical Society T1 - Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water VL - 81 IS - 3 SP - 219 EP - 231 DO - 10.2298/JSC150831087M ER -
@article{ author = "Milosavljević, Milutin M. and Vukićević Ivan M. and Drmanic, Sasa Z. and Nikolic, Jasmina B. and Marinković, Aleksandar D. and Krstić, Sanja S. and Petrović, Slobodan D.", year = "2016", abstract = "The present study reports a new facile methodology for the synthesis of symmetrical and asymmetrical thioureas by a one-pot reaction of the required amine, carbon disulfide and an oxidant, i.e., hydrogen peroxide, ethylenediaminetetraacetic acid (EDTA)/sodium percarbonate system or air. The structures of the synthesized compounds were confirmed by IR, H-1- and C-13-NMR and MS methods. A reaction mechanism is proposed based on the isolation of reaction intermediate and the determination of their structure. The synthetic benefits of the presented methods are reflected in the operational simplicity, mild reaction conditions, short reaction times, solvent recycling, high purity and yield of the products, absence of dangerous by-products and technological applicability on an industrial scale. Considering the commercial importance of thioureas, it should be emphasized that implementation of the optimal synthesis of thiourea determined in this study for industrial production could provide a concurrent alternative to the existing technologies in use.", journal = "Journal of the Serbian Chemical Society", title = "Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water", volume = "81", number = "3", pages = "219-231", doi = "10.2298/JSC150831087M" }
Milosavljević, M. M., Vukićević Ivan M., Drmanic, S. Z., Nikolic, J. B., Marinković, A. D., Krstić, S. S.,& Petrović, S. D.. (2016). Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water. in Journal of the Serbian Chemical Society, 81(3), 219-231. https://doi.org/10.2298/JSC150831087M
Milosavljević MM, Vukićević Ivan M., Drmanic SZ, Nikolic JB, Marinković AD, Krstić SS, Petrović SD. Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water. in Journal of the Serbian Chemical Society. 2016;81(3):219-231. doi:10.2298/JSC150831087M .
Milosavljević, Milutin M., Vukićević Ivan M., Drmanic, Sasa Z., Nikolic, Jasmina B., Marinković, Aleksandar D., Krstić, Sanja S., Petrović, Slobodan D., "Simple one-pot synthesis of thioureas from amines, carbon disulfide and oxidants in water" in Journal of the Serbian Chemical Society, 81, no. 3 (2016):219-231, https://doi.org/10.2298/JSC150831087M . .