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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 1-2
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Original Articles

N-Arenesulfonyl-N-phenylhydrazones

, &
Pages 39-48 | Received 06 Jun 1988, Published online: 24 Oct 2006

References

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  • Knollmüller , M. and Fauss , R. 1985 . Monatsh. Chem. , 116 : 1027
  • N-Aryl-N-arenesulfonylhydrazones upon treatment with acids were reported4 to provide the corresponding N-aryl-N-arene-sulfonylhydrazines. This contrasts the findings that acid hydrolysis of 2-propanone N-phenyl-N-(4-methylbenzene-sulfonyl)hydrazone (4j) furnished 1-(4-methylbenzenesulfonyl)-2-phenylhydrazine. Unpublished results.5,6
  • Yamamoto , H. and Nakao , M. (Sumitomo Chemical Co., Ltd.). Japan. Pat. 68 18, 127;Chem. Abstr. 1969, 70, 19787d; Japan. Pat. 69 02, 983; Chem. Abstr. 1969, 70, 96414g.
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LASLEY AND WRIGHT

  • Baralt , O. 1983 . J. Org. Chem , 48 : 1149 or Hishmat, O. H.; Gohar, A.-K.; Wassef, M. E.; Shalash, M. R.; Ismail, I. P. Pharm. Acta Helv. 1977 52, 252.
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  • Reisch , J. and Niemeyer , D. 1971 . Tetrahedron , 27 : 4637
  • Tirpak , R. E. I. , Olsen , R. S. and Rathke , M. W. 1985 . J. Org. Chem. , 50 : 4877 Olsen, R. S.; Fataftah, Z. A.; Rathke, M. W. Synth. Commun. 1986, 16, 1133.
  • Based on representative yields of 50-75% for each alkylation an overall yield of 25-56% for two steps is calculated.
  • Zook , H. D. , Russo , T. J. , Ferrand , E. F. and Stotz , D. S. 1968 . J. Org. Chem. , 33 : 2222
  • These products may result from a further reaction of an initially formed β-ketoamide.
  • Chadwich , D. H. and Cleveland , T. H. 1981 . Kirk-Othmer EncvcloDedia of Chemical Technolow , 3rd edn. , Vol. 13 , 794 New York : Wiley .

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