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Synthesis 1990; 1990(10): 959-961
DOI: 10.1055/s-1990-27065
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Synthesis of 4-Chloro-5-cyano-2-dimethylamino-6H-1,3-oxazin-6-one from the Salts of Alkyl Dicyanoacetates and Some of Its Reactions

Richard Neidlein* , Zhihua Sui
  • *Pharmazeutisch-Chemisches Institut der Universität Heidelberg. Im Neuenheimer Feld 364, D-6900 Heidelberg, Federal Republic of Germany
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Publication Date:
17 September 2002 (online)

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The salts of alkyl dicyanoacetates and methyl 3-amino-3-chloro-2-cyanoacrylate react in chloroform with N-(dichloromethylene)dimethylammonium chloride to give 4-chloro-5-cyano-2-dimethyl- amino-6H,3-oxazin-6-one. The chloro atom of this compound can be easily substituted by alcohols or amines in good yield.