Convenient synthesis of dithiooxamides from N-arylimino-1,2,3- dithiazoles

Synthesis

Volumn , Issue 8, 1999, Pages 1345-1348

  Besson, Thierry ^a   Rees, Charles W ^b   Thiéry, Valérie ^a  

^a UNIVERSITÉ DE LA ROCHELLE   (France)

^b IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Aryl isothiocyanates; Cyanothioformamides; Dithiooxamides; N arylimino 1,2,3 dithiazoles; Rubeanic acid

Indexed keywords

AROMATIC AMINE; DITHIOOXAMIDE DERIVATIVE; IMINE; ISOTHIOCYANIC ACID DERIVATIVE; RUBEANIC ACID; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0032871431     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3555     Document Type: Article

References (18)

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17. The relatively low yields observed could result from the alternative sites available for nucleophilic attack on the dithiazole ring and the possibility of diversion or loss of hydrogen sulfide. The much lower yields of dithiooxamides 5 produced in the sodium hydride reactions (Scheme 1) could then result from substantial loss of hydrogen sulfide in the boiling THF medium.
18. For a review, see: Zoller, U. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Ed,.; Elsevier Oxford, 1996; Vol. IB, Chap. 1.35.