Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 2
116
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Amidrazones 13. A Convenient Method for the Preparation of 1-Alkyl-1-methylhydrazines

, , , &
Pages 183-188 | Received 28 Aug 1989, Published online: 24 Oct 2006

References

  • Smith , R. F. , Augustine , B. H. , Dennis , L. A. , Ryan , W. J. , Liptak , S. C. and Capparelli , B. R. 1989 . J. Heterocyclic Chem. , 26 : 141 Paper 12
  • Butler , D. E. , Alexander , S. M. , McLean , J. W. and Strand , L. B. 1971 . J. Med. Chem. , 14 : 1052
  • Smith , P. A. S. 1983 . Derivatives of Hydrazine and Other Hydronitrogens Having N‐N Bonds , 9 Reading, Mass. : Benjamin/Cummings Publishing Company .
  • Smith , R. F. , Olsen , L. A. , Ryan , W. J. , Coffman , K. J. , Galante , J. M. , Wojdan , T. S. , Mallardi , P. A. and Eckert , T. P. 1986 . Synth. Commun. , 16 : 585
  • Dorn , H. , Zubek , A. and Hilgetag , G. 1965 . Chem. Ber. , 99 : 3377
  • The preparation of three of the intermediate quaternary salts has been described in previous publications. a) 3 (R = CH3, X‐ = I‐): ref. 4
  • 3 (R = CH2‐CH=CH2, X‐ = Br‐): Smith, R. F., Dennis, L. A., Ryan, W. J., J, Heterocyclic Chem., 1988, 25, 415. c) 3 (R = CH2Ph, X‐ = Br‐): Smith, R. F., Aquino, C. J., Olsen, L. A., Galante, J. A. and Liptak, S. C., Tetrahedron Lett., 1985, 46, 5663. This paper also describes the preparation of 1‐benzyl‐1‐methylhydrazine by alkaline hydrolysis of the isolated salt
  • See ref. 3 (pp. 28–32) for an excellent review of N‐nitrosamine reductions and other routes to 1, 1‐disubstituted hydrazines
  • Hatt , H. H. 1943 . Organic Synthesis, Collective Volume 2 , 211 New York, NY : John Wiley .
  • Jensen , K. A. and Pedersen , C. 1961 . Acta, Chem. Scand. , 15 : 1087
  • Ioffe , B. V. 1958 . Zhur. Obshche Khim. , 28 : 1296 Chem. Abst. 1958, 52, 19007
  • Hinman , R. L. 1956 . J. Amer. Chem. Soc. , 78 : 2463

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.