SYNTHESIS OF NEW KETENEDITHIOACETALS FROM N-CYANOMETHYL-2,2,N-TRIMETHYLPROPIONAMIDE, N-CYANOMETHYL-N-METHYLBENZAMIDE AND 4,4-DIMETHYL-3-OXOPENTANENITRILE AND CARBON-DISULFIDE

Authors
DOLLING W
Citation
W. Dolling, SYNTHESIS OF NEW KETENEDITHIOACETALS FROM N-CYANOMETHYL-2,2,N-TRIMETHYLPROPIONAMIDE, N-CYANOMETHYL-N-METHYLBENZAMIDE AND 4,4-DIMETHYL-3-OXOPENTANENITRILE AND CARBON-DISULFIDE, Phosphorus, sulfur and silicon and the related elements, 86(1-4), 1994, pp. 129-137
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
86
Issue
1-4
Year of publication
1994
Pages
129 - 137
Database
ISI
SICI code
1042-6507(1994)86:1-4<129:SONKFN>2.0.ZU;2-6
Abstract
N-Cyanomethyl-2,2,N-trimethyl-propionamid (1) and N-cyanomethyl-N-meth yl-benzamid (4) react with carbon disulfide in dry DMF in the presence of sodium hydride and alkylating agents as alpha-amino-C-nucleophiles to afford substituted aminoketene dithioacetals. 4,4-Dimethyl-3-oxo-p entanenitrile (7) gives under similar conditions the 3,3-bis(alkylthio )-2-pivaloyl-acrylonitriles which react with N-nucleophiles by substit ution of one or two methylthio groups.