New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water
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2013
Authors
Milosavljević, Milutin M.Mijin, Dušan
Milisavljević, Smiljka S.
Elezović, Nataša M.
Milanović, Jelena K.
Article (Published version)
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Show full item recordAbstract
A simple and efficient one-pot synthesis was developed for the preparation of S-alkyl thiolcarbamates from xanthogenate without catalyst using water as a solvent. The water can be recycled after removal of the product. The significant features of this protocol are: operational simplicity, mild reaction conditions, recycling of solvent and high product yields. Starting basic alkyl xanthogenate reacts with alkyl ammonium sulfate (aryl ammonium sulfate) and hydrogen peroxide (molar ratio 1:0.55:1) in water at 40 A degrees C for 1 h, followed by additional heating at 70-110 A degrees C for 1-2.3 h. Good to excellent yields were achieved using ammonium sulfate in 10 % molar excess.
Keywords:
Amines / Catalyst-free reaction / Fungicides / Alkyl ammonium sulfate / Aryl ammonium sulfateSource:
Monatshefte Fur Chemie, 2013, 144, 12, 1833-1837Publisher:
- Springer Wien, Wien
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1007/s00706-013-1083-7
ISSN: 0026-9247
WoS: 000327083100011
Scopus: 2-s2.0-84890099477
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Milosavljević, Milutin M. AU - Mijin, Dušan AU - Milisavljević, Smiljka S. AU - Elezović, Nataša M. AU - Milanović, Jelena K. PY - 2013 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2442 AB - A simple and efficient one-pot synthesis was developed for the preparation of S-alkyl thiolcarbamates from xanthogenate without catalyst using water as a solvent. The water can be recycled after removal of the product. The significant features of this protocol are: operational simplicity, mild reaction conditions, recycling of solvent and high product yields. Starting basic alkyl xanthogenate reacts with alkyl ammonium sulfate (aryl ammonium sulfate) and hydrogen peroxide (molar ratio 1:0.55:1) in water at 40 A degrees C for 1 h, followed by additional heating at 70-110 A degrees C for 1-2.3 h. Good to excellent yields were achieved using ammonium sulfate in 10 % molar excess. PB - Springer Wien, Wien T2 - Monatshefte Fur Chemie T1 - New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water EP - 1837 IS - 12 SP - 1833 VL - 144 DO - 10.1007/s00706-013-1083-7 ER -
@article{ author = "Milosavljević, Milutin M. and Mijin, Dušan and Milisavljević, Smiljka S. and Elezović, Nataša M. and Milanović, Jelena K.", year = "2013", abstract = "A simple and efficient one-pot synthesis was developed for the preparation of S-alkyl thiolcarbamates from xanthogenate without catalyst using water as a solvent. The water can be recycled after removal of the product. The significant features of this protocol are: operational simplicity, mild reaction conditions, recycling of solvent and high product yields. Starting basic alkyl xanthogenate reacts with alkyl ammonium sulfate (aryl ammonium sulfate) and hydrogen peroxide (molar ratio 1:0.55:1) in water at 40 A degrees C for 1 h, followed by additional heating at 70-110 A degrees C for 1-2.3 h. Good to excellent yields were achieved using ammonium sulfate in 10 % molar excess.", publisher = "Springer Wien, Wien", journal = "Monatshefte Fur Chemie", title = "New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water", pages = "1837-1833", number = "12", volume = "144", doi = "10.1007/s00706-013-1083-7" }
Milosavljević, M. M., Mijin, D., Milisavljević, S. S., Elezović, N. M.,& Milanović, J. K.. (2013). New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water. in Monatshefte Fur Chemie Springer Wien, Wien., 144(12), 1833-1837. https://doi.org/10.1007/s00706-013-1083-7
Milosavljević MM, Mijin D, Milisavljević SS, Elezović NM, Milanović JK. New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water. in Monatshefte Fur Chemie. 2013;144(12):1833-1837. doi:10.1007/s00706-013-1083-7 .
Milosavljević, Milutin M., Mijin, Dušan, Milisavljević, Smiljka S., Elezović, Nataša M., Milanović, Jelena K., "New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water" in Monatshefte Fur Chemie, 144, no. 12 (2013):1833-1837, https://doi.org/10.1007/s00706-013-1083-7 . .