Synthesis 2012; 44(21): 3366-3370
DOI: 10.1055/s-0032-1317194
© Georg Thieme Verlag Stuttgart · New York

A Novel Synthesis of Thioglycolurils by Ring Contraction of 5,7-Dialkyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-ones

Galina A. Gazieva*a, Pavel A. Poluboyarova, Leonid D. Popovb, Natalya G. Kolotyrkinaa, Angelina N. Kravchenkoa, Nina N. Makhovaa
  • aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation    Fax: +7(499)1355328   Email:
  • bDepartment of Chemistry, Southern Federal University, 7 Zorge Street, 344090 Rostov-on-Don, Russian Federation
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Publication History

Received: 24 May 2012

Accepted after revision: 16 August 2012

Publication Date:
05 September 2012 (eFirst)


A new synthetic route to (E)-1,3-dialkyl-4-(benzylid­eneamino)-5-thioxohexahydroimidazo[4,5-d]imidazol-2(1H)-ones (thioglycolurils), by a ring contraction reaction of 5,7-dialkyl-3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-ones with aromatic aldehydes, has been developed.

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