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Synthesis 1992; 1992(5): 443-446
DOI: 10.1055/s-1992-26129
short paper
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Synthesis of Some 4-Chloro-5-cyano-2-dialkylamino-6H-1,3-oxazin-6-ones and their Reactions with Trialkyl Phosphites to Give Dialkyl (5-Cyano-2-dialkylamino-6-oxo-6H-1,3-oxazin-4-yl)phosphonates

Richard Neidlein* , Peter Meffert, Zhihua Sui
  • *Pharmazeutisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 364, D-6900 Heidelberg, Germany
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Publikationsdatum:
17. September 2002 (online)

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The reaction of the salts of alkyl dicyanoacetates and N-(dichloromethylene) dialkylammonium chlorides in chloroform leads to 4-chloro-5-cyano-2-dialkylamino-6H -1,3-oxazin-6-ones. The chloro atom of these compounds can be easily substituted in a Michaelis-Arbuzov reaction with trialkyl phosphites, giving dialkyl (5-cyano-2-dialkylamino-6-oxo-6-H-1,3-oxazin-4-yl)phosphonates in good yields.