Novi postupak sinteze N-alkil- i N,N-dialkil-O-etil- i O-izopropiltiokarbamata oksidacijom aminskih soli ksantogene kiseline
| Autor: | Milutin M. Milosavljević, D Aleksandar Marinkovic, Smiljka S. Milisavljevic |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2010 |
| Předmět: |
synthesis
General Chemical Engineering sodium hypochlorite Salt (chemistry) hydrogen peroxide 010402 general chemistry lcsh:Chemical technology 01 natural sciences chemistry.chemical_compound N-Alkil-O-etiltiokarbamat Organic chemistry lcsh:TP1-1185 Hydrogen peroxide natrijum-hipohlorit chemistry.chemical_classification 010405 organic chemistry sinteza N-alkyl-O-isopropyl thiocarbamate General Chemistry vodonik-peroksid 0104 chemical sciences chemistry Reagent Yield (chemistry) Sodium hypochlorite N-Alkyl-O-isopropylthiocarbamate Xanthate Thiocarbamates N-alkyl-O-ethyl thiocarbamate N-Alkyl-O-ethyl thiocarbamate Isopropyl N-Alkil-O-izopropiltiokarbamat |
| Zdroj: | Hemijska Industrija, Vol 64, Iss 5, Pp 401-409 (2010) Hemijska industrija |
| Popis: | Syntheses of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates by oxidation of ammonium salts of ethyl- and isopropylxanthogenic acid in the presence of sodium hypochlorite and hydrogen peroxide were performed. Ammonium salts of ethyl - and isopropylxanthogenic acid was obtained by the reaction of alkylammonium sulfate and sodium ethyl and isopropyl xanthate. Dependence of N-ethyl-O-isopropylthiocarbamate yield and purity with respect to reaction parameters (reaction time, molar ratio of oxidant and ethylamonium salt of isopropylxanthogenic acid) were studied. Optimal reaction conditions for synthesis of N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates were established. The synthesized compounds have been fully characterized by FTIR, 1H-NMR and MS data, while purities have been determined by GC method. A plausible pathway for the N-alkyl and N,N-dialkyl-O-ethyl and O-isopropyl thiocarbamates synthesis in the presence of the oxidative agents sodium hypochlorite and hydrogen peroxide was proposed. The presented synthetic method has been developed at laboratory and applied at semi-industrial level. The developed optimal method provides a powerful and versatile means for the preparation of N-alkyl and N,N-dialkyl- O-ethyl and O-isopropyl thiocarbamates, offering several benefits, namely, simple operation, mild reaction conditions, bypass of hazardous organic solvents, moderately toxic and inexpensive reagents, and also short reaction times and high product yields. U ovom radu prikazana je sinteza, novim optimizovanim postupkom, N-alkil - i N,N-dialkil- O-etil- i O-izopropiltiokarbamata oksidacijom aminskih soli etil- i izopropilksantogene kiseline pomoću natrijum-hipohlorita i vodonik-peroksida. Alkilaminske soli etil- i izopropilksantogene kiseline dobijene su reakcijom između alkilamonijumsulfata i natrijum-etilksantata ili natrijum-izopropilksantata. Struktura sintetisanih jedinjenja potvrđena je IR, 1H-NMR i MS instrumentalnim metodama, a čistoća je određena gasnom hromatografskom metodom. Postupak sinteze opisan u ovom radu daje velike prednosti u odnosu na poznate postupke sinteze koji se primenjuju u laboratoriji i u industrijskim uslovima. Postupak karakteriše visok stepen konverzije reaktanata u proizvod, visok stepen čistoće, bez sporednih proizvoda, a tehnološki je primenljiv na industrijskom nivou proizvodnje. Sintetisana jedinjenja se primenjuju kao selektivni reagensi za flotaciju ruda bakra i cinka. |
| Databáze: | OpenAIRE |
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