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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 13
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Original Articles

Synthesis of N-Alkyl-N'-cyano-N″-4-pyridylguanidines from 4-Pyridyldithiocarbamic Acid viaN-Alkyl-N′-4-Pyridylthioureas, or via 4-Pyridylcyaniminothiocarbamic Acid

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Pages 1275-1283 | Published online: 19 Dec 2006

References

  • Petersen , H. J. , Kærgaard Nielsen , C. and Arrigoni-Martelli , E. 1978 . J. Med. Chem. , 21 : 773
  • Hansen , E. T. and Petersen , H. J. 1984 . Synth. Commun. , 14 in press.
  • Alternatively, the formation of (4) from (2) can be rationalized as the result of an extensive interchange reaction between (2) and DCC4, giving rise to DCTU and N-alkyl-N'-4-pyridylcarbodiimide, which adds to cyanamide1
  • Wragg , R. T. 197O . Tetrahedron Lett. , : 3931
  • In an earlier preparation attempt (5) was obtained in less than 50% yield by heating S-methyl 4-pyridyldithiocarbamate2 with two equivalents of sodium cyanamide to 70°C in dimethylformamide

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