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Original Articles

Synthese Neuer Ketendithioacetale AUS N-CYANOMETHYL-2,2,N-TRIMETHYL-PROPIONAMID, N-CYANOMETHYL-N-METHYL-BENZAMID BZW. 4,4-DIMETHYL-3-OXO-PENTANNITRIL UND SCHWEFELKOHLENSTOFF

Pages 129-137 | Received 15 Nov 1993, Published online: 23 Sep 2006
 

Abstract

N-Cyanomethyl-2,2,N-trimethyl-propionamid (1) and N-cyanomethyl-N-methyl-benzamid (4) react with carbon disulfide in dry DMF in the presence of sodium hydride and alkylating agents as α-amino-C-nucleophiles to afford substituted aminoketene dithioacetals. 4,4-Dimethyl-3-oxo-pentanenitrile (7) gives under similar conditions the 3,3-bis(alkylthio)-2-pivaloyl-acrylonitriles which react with N-nucleophiles by substitution of one or two methylthio groups.

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