Preparation of Cyclic Urethanes from Amino Alcohols and Carbon Dioxide Using Ionic Liquid Catalysts with Alkali Metal Promoters

Other literature type, Article English OPEN
Masahiko Arai; Hisanori Senboku; Hiroshi Kanamaru; Shin-ichiro Fujita;
(2006)
  • Publisher: MDPI AG
  • Journal: International Journal of Molecular Sciences,volume 7,issue 10,pages438-450 (issn: 1422-0067)
  • Related identifiers: doi: 10.3390/i7100438
  • Subject: Chemistry | carbon dioxide | QD1-999 | ionic liquid catalyst | cyclic urethane | amino alcohol | alkali promoter | Biology (General) | QH301-705.5

Several ionic liquids were applied as catalysts for the synthesis of cyclic urethanes from amino alcohols and pressurized CO2 in the presence of alkali metal compounds as promoters. A comparative study was made for the catalytic performance using different ioni... View more
  • References (41)
    41 references, page 1 of 5

    1. Newman, M. S.; Kutner, A. New Reactions Involving Alkaline Treatment of 3-Nitroso-2- oxazolidones. J. Am. Chem. Soc. 1951, 73, 4199-4204.

    2. Fu, Y.; Baba, T.; Ono, Y. Carbonylation of o-Phenylenediamine and o-Aminophenol with Dimethyl Carbonates Using Lead Compounds as Catalysts. J. Catal. 2001, 197, 91-97.

    3. Vani, P. S. N.; Chida, A. S.; Srinivasan, R.; Chandrasekharam, M.; Singh, A. K. Synthesis of Nvinyl-2-oxazolidone: A Commercially Important Intermediate. Syn. Commun. 2001, 31, 2043- 2046.

    4. Yoshida, T.; Kambe, N.; Murai, S.; Sonoda, N. A New synthesis of Cyclic Ureas, Cyclic Urethanes, and a Quinazolinedone. Selenium-Assisted Carbonylation of Aromatic Amine with Carbon Monoxide. Bull. Chem. Soc. Jpn. 1987, 60, 1793-1799.

    5. Imada, Y.; Mitsue, Y.; Ike, K.; Washizuka, K.; Murahashi, S. Palladium-Catalyzed Double and Single Carbonylations of β-Amino Alcohols. Selective Synthesis of Morpholine-2,3-diones and Oxazolidin-2-ones and Applications for Synthesis α-Oxo Carboxylic Acids. Bull. Chem. Soc. Jpn. 1996, 69, 2079-2090.

    6. Gabriele, B.; Salerno, G.; Brindisi, D.; Costa, M.; Chiusoli, G. P. Synthesis of 2-Oxazolidinones by Direct Palladium Catalyzed Oxidative Carbonylation of 2-Amino-1-alkanols. Org. Lett. 2000, 2, 625-627.

    7. Gabriele, B.; Mancuso, R.; Salerno, G.; Costa, M. An Improved Procedure for the PalladiumCatalyzed Oxidative Carbonylation of β-Amino Alcohols to Oxiazokidin-2-ones J. Org. Chem. 2003, 68, 601-604.

    8. Close, W. J.; Tiffany, B. D.; Spielman, M. A. The Analgestic Activity of Some Benzoxazolone Derivatives. J. Am Chem. Soc. 1949, 71, 1265-1268.

    9. Close, W. J. Antivulsant Drigs. IV Some- 2-Oxazolidones. J. Am. Chem. Soc. 1951, 73, 95-98.

    10. Bhanage, B. M.; Fujita, S.; Ikushima, Y.; Arai, M. Non-catalytic Clean Synthesis Route Using Urea to Cyclic Urea and Cyclic Urethane Compounds. Green Chem. 2004, 5, 429-432.

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