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Triton B Mediated One-Pot Synthesis of Thiocarbonic Ester Derivatives in Non-Aqueous Medium
Corresponding Author(s) : Neha Singh
Asian Journal of Chemistry,
Vol. 31 No. 9 (2019): Vol 31 Issue 9
Abstract
A differentiated series of thiocarbonic acid esters have been synthesized and characterized in good to excellent yields with the help of thiols, carbon di sulphide and alkyl/aryl halides in DMSO with benzyl trimethylammonium hydroxide where Triton B acts as a catalyst. This method is safer and efficient as compared to other conventional methods.
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- M.F. Ali and S. Abbas, Fuel Process Technol., 87, 573 (2006); https://doi.org/10.1016/j.fuproc.2006.03.001.
- O.N. Anand, V. Kumar, A.K. Singh and R.P.S. Bisht, Lubr. Sci., 19, 159 (2007); https://doi.org/10.1002/ls.35.
- I. Degani, R Fochi, A. Gatti and V. Regondi, Synthesis, 894 (1986); https://doi.org/10.1055/s-1986-31819.
- M. Gulea and S. Masson, Top. Curr. Chem., 250, 257 (2004).
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- A. Ishii and J. Nakayama, Top. Curr. Chem., 251, 181 (2005).
- P. Metzer, Pure Appl. Chem., 68, 863 (1996); http://dx.doi.org/10.1351/pac199668040863.
- B. Quiclet-Sire and S.Z. Zard, Top. Curr. Chem., 252, 201 (2006).
- E.Z. Kipershlak and A.B. Pakshver, Fibre Chem., 9, 458 (1978); https://doi.org/10.1007/BF00546443.
- Y.I. Gevaza and V.I. Staninets, Chem. Heterocycl. Compd., 22, 231 (1986); https://doi.org/10.1007/BF00514985.
- S. Chander, Int. J. Miner. Process., 72, 141 (2003); https://doi.org/10.1016/S0301-7516(03)00094-2.
- J.D. Miller, J. Li, J.C. Davidz and F. Vos, Miner. Eng., 18, 855 (2005); https://doi.org/10.1016/j.mineng.2005.02.011.
- Y. Zhang and P. Talalay, Cancer Res., 54, 1976s (1994).
- R.R. Chirumamilla, R. Marchant and P. Nigam. J. Chem. Technol. Biotechnol., 76, 123 (2001); https://doi.org/10.1002/jctb.337.
- M. Jesberger, T.P. Davis and L. Barner, Synthesis, 1929 (2003); https://doi.org/10.1055/s-2003-41447.
- A.M. Kuliev, Khimiya i tekhnologiya prisadok k maslam i toplivam (Chemistry and Technology of Additives to Oils and Fuels), Khimiya: Leningrad, p. 102, 136 (1985).
- I.E. Vinogradova, Protivoiznosnye prisadki k maslam (Antiwear Additives to Oils), Khimiya: Moscow, p. 66 (1972).
- N.N. Mel’nikov, Khimiya pestitsidov (Chemsitry of Pesticides), Khimiya: Moscow, p. 224 (1968).
- A.M. Kuliev, M.A. Kulieva, Yu.B. Ramazanova and Sh.M. Shikhaliev, Zh. Prikl. Khim., 61, 1590 (1988).
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- M.T. Leysen, G. Reybrouck and H. van de Voorde, Allergy, 29, 455 (1974); https://doi.org/10.1111/j.1398-9995.1974.tb01665.x.
- D.J. Johnson, V. Amarnath, K. Amarnath, H. Valentine and W.M. Valentine, Toxicol. Sci., 76, 65 (2003); https://doi.org/10.1093/toxsci/kfg226.
- N.L. Benoiton, Chemistry of Peptide Synthesis; CRC Press: Boca Raton (2006).
- M.S. Beigi and Z. Taherinia, J. Sulfur Chem., 35, 470 (2014); https://doi.org/10.1080/17415993.2014.919296.
- M. Voronkov, L. Shagun, L. Ermolyuk and L. Timokhina, J. Sulfur Chem., 25, 131 (2004); https://doi.org/10.1080/02786110310001612281.
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References
M.F. Ali and S. Abbas, Fuel Process Technol., 87, 573 (2006); https://doi.org/10.1016/j.fuproc.2006.03.001.
O.N. Anand, V. Kumar, A.K. Singh and R.P.S. Bisht, Lubr. Sci., 19, 159 (2007); https://doi.org/10.1002/ls.35.
I. Degani, R Fochi, A. Gatti and V. Regondi, Synthesis, 894 (1986); https://doi.org/10.1055/s-1986-31819.
M. Gulea and S. Masson, Top. Curr. Chem., 250, 257 (2004).
R.T.A. Mayadunne, E. Rizzardo, J. Chiefari, J. Christina, G. Moad, A. Postma and S.H Thang, Macromolecules, 33, 243 (2000); https://doi.org/10.1021/ma991451a.
A. Ishii and J. Nakayama, Top. Curr. Chem., 251, 181 (2005).
P. Metzer, Pure Appl. Chem., 68, 863 (1996); http://dx.doi.org/10.1351/pac199668040863.
B. Quiclet-Sire and S.Z. Zard, Top. Curr. Chem., 252, 201 (2006).
E.Z. Kipershlak and A.B. Pakshver, Fibre Chem., 9, 458 (1978); https://doi.org/10.1007/BF00546443.
Y.I. Gevaza and V.I. Staninets, Chem. Heterocycl. Compd., 22, 231 (1986); https://doi.org/10.1007/BF00514985.
S. Chander, Int. J. Miner. Process., 72, 141 (2003); https://doi.org/10.1016/S0301-7516(03)00094-2.
J.D. Miller, J. Li, J.C. Davidz and F. Vos, Miner. Eng., 18, 855 (2005); https://doi.org/10.1016/j.mineng.2005.02.011.
Y. Zhang and P. Talalay, Cancer Res., 54, 1976s (1994).
R.R. Chirumamilla, R. Marchant and P. Nigam. J. Chem. Technol. Biotechnol., 76, 123 (2001); https://doi.org/10.1002/jctb.337.
M. Jesberger, T.P. Davis and L. Barner, Synthesis, 1929 (2003); https://doi.org/10.1055/s-2003-41447.
A.M. Kuliev, Khimiya i tekhnologiya prisadok k maslam i toplivam (Chemistry and Technology of Additives to Oils and Fuels), Khimiya: Leningrad, p. 102, 136 (1985).
I.E. Vinogradova, Protivoiznosnye prisadki k maslam (Antiwear Additives to Oils), Khimiya: Moscow, p. 66 (1972).
N.N. Mel’nikov, Khimiya pestitsidov (Chemsitry of Pesticides), Khimiya: Moscow, p. 224 (1968).
A.M. Kuliev, M.A. Kulieva, Yu.B. Ramazanova and Sh.M. Shikhaliev, Zh. Prikl. Khim., 61, 1590 (1988).
J. Chiefari, R.T.A. Mayadunne, C.L. Moad, G. Moad, E. Rizzardo, A. Postma and S.H. Thang, Marcomolecules, 36, 2273 (2003); https://doi.org/10.1021/ma020883+.
Y.Z. You, C.Y. Hong, R.K. Bai, C.Y. Pan and J. Wang, Macromol. Chem. Phys., 203, 477 (2002); https://doi.org/10.1002/1521-3935(20020201)203:3<477::AIDMACP477>3.0.CO;2-M.
R.K. Bai, Y.Z. You and C.Y. Pan, Macromol. Rapid Commun., 22, 315 (2001); https://doi.org/10.1002/1521-3927(20010301)22:5<315::AIDMARC315>3.0.CO;2-O.
Y.Z. You, C.Y. Hong and C.Y. Pan, Chem. Commun., 2800 (2002); https://doi.org/10.1039/B208180F.
M.T. Leysen, G. Reybrouck and H. van de Voorde, Allergy, 29, 455 (1974); https://doi.org/10.1111/j.1398-9995.1974.tb01665.x.
D.J. Johnson, V. Amarnath, K. Amarnath, H. Valentine and W.M. Valentine, Toxicol. Sci., 76, 65 (2003); https://doi.org/10.1093/toxsci/kfg226.
N.L. Benoiton, Chemistry of Peptide Synthesis; CRC Press: Boca Raton (2006).
M.S. Beigi and Z. Taherinia, J. Sulfur Chem., 35, 470 (2014); https://doi.org/10.1080/17415993.2014.919296.
M. Voronkov, L. Shagun, L. Ermolyuk and L. Timokhina, J. Sulfur Chem., 25, 131 (2004); https://doi.org/10.1080/02786110310001612281.
R. Minkwitz, F. Neikes and U. Lohmann, Eur. J. Inorg. Chem., 27 (2002); https://doi.org/10.1002/1099-0682(20021)2002:1<27::AIDEJIC27>3.0.CO;2-O.
R. Rathore, A.K. Rai and Y. P. Singh, Phosphorus, Sulfur, Silicon Rel. Elem., 179, 2453 (2004); https://doi.org/10.1080/10426500490485354.