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Russian Journal of Organic Chemistry

, Volume 52, Issue 1, pp 121–126 | Cite as

Reaction of thiourea with formaldehyde and simplest aliphatic diamines

  • F. Hamoud
  • S. M. Ramsh
  • V. S. Fundamenskii
  • V. V. Gurzhii
  • M. A. Brusina
  • N. G. Arkhipova
  • P. A. Sedunova
  • N. L. Medvedskii
  • E. S. Khrabrova
Article

Abstract

N,N′-Bis(hydroxymethyl)thiourea reacted with propane-1,3-diamine at a molar ratio of 2 : 1 to give 5,5′-propane-1,3-diylbis(1,3,5-triazinane-2-thione), whereas 1,3,5,7,11,13,15,17-octaazatricyclo[15.3.1.17,11]-docosane-4,14-dithione was obtained in the reaction with equimolar amounts of the reactants. Tricyclic product was also formed in the three-component condensation of thiourea with formaldehyde and propane-1,3-diamine at a ratio of 1 : 3 : 1. The reactions of N,N′-bis(hydroxymethyl)thiourea with ethane-1,2-diamine (2 : 1) and of thiourea with formaldehyde and butane-1,4-diamine (1 : 2 : 1) afforded 5,5′-(ethane-1,2-diyl)bis(1,3,5-triazinane-2-thione) and 5,5′-(butane-1,4-diyl)bis(1,3,5-triazinane-2-thione), respectively.

Keywords

Diamine Thiourea Formaldehyde Solution Dithione Thioxo 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • F. Hamoud
    • 1
  • S. M. Ramsh
    • 1
  • V. S. Fundamenskii
    • 1
  • V. V. Gurzhii
    • 2
  • M. A. Brusina
    • 1
  • N. G. Arkhipova
    • 1
    • 2
  • P. A. Sedunova
    • 1
  • N. L. Medvedskii
    • 1
  • E. S. Khrabrova
    • 1
  1. 1.St. Petersburg State Institute of TechnologySt. PetersburgRussia
  2. 2.St. Petersburg State UniversitySt. PetersburgRussia

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