81730-76-9Relevant articles and documents
UNSATURATED THIOLATES AND THEIR ANALOGS IN CYCLOADDITION REACTIONS XI. EFFECT OF SUBSTITUENTS AT THE β POSITION OF ETHENETHIOLATES ON THE DIRECTION OF REACTION WITH CARBON BISULFIDE
Bobylev, V. A.,Petrov, M. L.,Petrov, A. A.
, p. 239 - 245 (2007/10/02)
1-Dialkylamino-, 1-alkylarylamino-, and 1-cycloalkylaminoethenethiolates react with carbon bisulfide in various directions, depending on the nature of the substituents at the position 2.In all cases 1,2-dithiole-3-thiones are formed.Thiolates unsubstituted at position 2 give, in addition, 5,5'-bis(dialkylamino)-, 5,5'-bis(alkylarylamino)-, and 5,5'-bis(cycloalkylamine)-1,1',2,2'-tetrathiafulvalenes.In the case of potassium 1-morpholino-2-tert-butylethenethiolate the reaction is accompanied by the elimination of a molecule of morpholine and by the formation of 4-tert-butyl-1,2-dithiole-3-thione.In the presence of a weak proton donor (acetonitrile) ethylenethiolates substituted at position 2 react normally, but the 1-piperidinoethenethiolate gives mainly N,N-pentamethylenetrithiomalonamide.