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OPPI BRIEFS

A CONVENIENT METHOD FOR THE PREPARATION OF 2,5-bis-(4-AMINOPHENYL)-1,3,4-OXADIAZOLE

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Pages 375-379 | Received 21 May 2004, Published online: 21 Feb 2009

References

  • Aldrich Chemical Co. (Milwaukee, WI) 2004 catalog, p. 207: 1 gram/$29 USD, 90% purity; TCI America (Portland, OR) 2002-2003 catalog, p. 194: 5 gram/$92 USD
  • Levin , Ya. A. and Skorobogatova , M. S. 1967 . Chem. Heterocyclic Compd. , 3 : 874 Chem. Abstr., 69, 59163h (1969)
  • Hydrazine dihydrochloride was replaced with anhydrous hydrazine, this eliminated the need for a scrubber to remove the HC1 by-product
  • Preston , J. 1965 . J. Heterocyclic Chem. , 2 : 441
  • Saegusa , Y. , Koshikawa , T. and Nakamura , S. 1992 . J. Polym. Sci. Part A Polym. Chem. , 30 : 1369
  • Zhang , X. , Jin , Y-H. , Diao , H-X. , Du , F-S. , Li , Z-C. and Li , F-M. 2003 . Macromolecules , 36 : 3115
  • Hedrick , J. L. and Twieg , R. 1992 . Macromolecules , 25 : 2021
  • We substituted readily available anhydrous hydrazine for hydrazine sulfate in this reaction
  • We were unable to find NMR data reported for 1 apart from C. J. Pouchert and J. Behnke, “The Aldrich Library of13Cand1 HFT NMR Spectra”, Ist ed., Vol. 3, p. 106C, Aldrich Chemical Company, Inc., Milwaukee, WI, 1993
  • Augustine , R. L. 1965 . “Catalytic Hydrogenation: Techniques and Applications in Organic Synthesis” , 11 – 15 . New York, NY : Marcel Dekker, Inc. .

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