2-Hydroxy-N,N,N-tributylethanaminium thiocyanate as solvent and reagent for the preparation of alkyl thiocyanates

Tetrahedron Letters

Volumn 48, Issue 40, 2007, Pages 7240-7242

  Mohanazadeh, Farajollah ^a   Aghvami, Magid ^b  

^a IRANIAN RESEARCH ORGANIZATION FOR SCIENCE AND TECHNOLOGY IROST   (Iran)

^b KHARAZMI UNIVERSITY   (Iran)

Author keywords

Alkyl halides; Alkyl thiocyanates; Ionic liquids

Indexed keywords

IONIC LIQUID; REAGENT; SOLVENT; THIOCYANIC ACID DERIVATIVE;

ARTICLE; CHEMICAL REACTION KINETICS; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ROOM TEMPERATURE; THIN LAYER CHROMATOGRAPHY;

EID: 34548448473     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.222     Document Type: Article

References (24)

1. For a review on thiocyanates see:. Guy R.G. Syntheses and Preparative Application of Thiocyanates. In: Patai S. (Ed). Chemistry of Cyanates and Their Derivatives Vol. 2 (1977), John Wiley, New York
2. Buchel K.H. Chemie der Pflanzen Schutz-Und Schadlingsbe Kampfungsmittle (1970), Springer, Berlin Heidelberg, New York pp 457-459
3. Gerson C., Sabater J., Scuri M., Torbati A., Coffey R., Abraham J.W., Lauredo I., Forteza R., Wanner A., Salathe M., Abraham W.M., and Conner G.E. Am. J. Respir. Cell Mol. Biol. 22 (2000) 665-671
4. Akio, M.; Masaaki, K. U.S. Patent 5,155,108; Chem. Abstr. 1991, 114, 102028e.
5. Gorl, U.; Wolff, S. DE 4,100,217, 1992
6. Chem. Abstr. 117 (1992) 152581n
7. Vikharev Y., Shklyaev Y., Anikina L., Kolla V., and Tolstikova A. Pharm. Chem. J. 39 (2005) 405-408
8. Batanero B., Braba F., and Martina A. J. Org. Chem. 67 (2002) 2369-2371
9. Loksha Y., el Barbary A., el-Badawi M., Nielsen C., and Pedersen E. Bioorg. Med. Chem. 13 (2005) 4209-4920
10. Bacon R.G.R. In: Kharasch N. (Ed). Organic Sulfur Compounds Vol. 1 (1961), Pergamon Press, New York 304 Chapter 27
11. Motzer J.B. In: Katritzky A. (Ed). Comprehensive Heterocyclic Chemistry Vol. 6 (1984), Pergamon, Oxford 235
12. Hann R.M., Richtmyer N.K., Diehl H.W., and Hudson C.S. J. Am. Chem. Soc. 72 (1950) 561-566
13. Pavlik J.W., Tongcharoensirikul P., Bird N.P., Day A.C., and Barltrop J.A. J. Am. Chem. Soc. 116 (1994) 2292-3000
14. Nishiyama K., and Oba M. Bull. Chem. Soc. Jpn. 60 (1987) 2692-2694
15. Sasaki T., Nakanishi A., and Ohno M. J. Org. Chem. 46 (1981) 5445-5447
16. Renard P.Y., Schwebe H., Vayron P., Leclerc E., Dias S., and Mioskowski C. Tetrahedron Lett. 42 (2001) 8479-8481
17. Tamura Y., Kawasaki T., Adachi M., Tanio M., and Kita Y. Tetrahedron Lett. 18 (1977) 4417-4420
18. Iranpoor N., Firouzabadi H., and Shaterian H. Synlett (2000) 65-66
19. Molina P., Alajarin M., Ferao A., Lindon M.J., Fresneda P.M., and Vilaplana M.J. Synthesis (1982) 472-475
20. Dangerous Properties of Industrial Materials Report 1995, 15, 493-503.
21. Welton T. Chem. Rev. 99 (1999) 2071-2084
22. Wasserscheild P., and Keim W. Angew. Chem., Int. Ed. 39 (2000) 3772-3789
23. 3) δ 0.83 (t, J = 7.1 Hz, 9H), 1.3 (m, 6H), 1.5 (m, 6H), 3.2 (m, 6H), 3.4 (t, J = 7.2 Hz, 2H), 3.8 (t, J = 7.2 Hz, 2H), 6.1 (s, 1H).
24. 3) δ 0.9 (t, J = 7.2 Hz, 9H), 1.35 (m, 6H), 1.6 (m, 6H), 3.29 (m, 6H), 3.44 (t, J = 7.3 Hz, 2H), 3.9 (t, J = 7.3 Hz, 2H), 5.8 (s, 1H).