Collect. Czech. Chem. Commun. 1985, 50, 2265-2269

Benzylidenemalonaldehydes: Synthesis of 4-aryl-2-dimethylamino-4H-1,3-oxazine-5-carboxaldehyde

Zdeněk Arnold and Dalimil Dvořák

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Reaction of substituted benzylidenemalonaldehydes Ia-Ic and thienylmethylenemalonaldehyde (Id) with dimethylcyanamide in boiling benzene afforded the corresponding 4-aryl-2-dimethylamino-4H-1,3-oxazine-5-carboxaldehydes III. Electronic requirements for this cyclization reaction are discussed in relation with general rules and further applicability.