Reactions of Anilines and Aminoazines

Indeed, aniline derivatives may be assigned to enamines only formally because the directions of reactions with unsaturated carbonyls in both cases are different. Reactions of enamines, which were described in Sect. 3.2, always proceed with the initial nucleophilic addition of the amino group to the carbonyl of the unsaturated ketone, while in the case of anilines another direction (so-called Scraup direction) is observed. 

The three-component reaction of pyruvic acid, aldehydes and anilines can also yield pyrrolidine-2,3-dione [198], but in most cases the products of such multicomponent condensations are quinoline carboxylic acids identical to compounds obtained via the reaction of arylidenepyruvic acids [217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228]. 

Reactions of a,(3-unsaturated ketones with various aminoazines are also described in the literature. Treatments involving 6-aminouracils and chalcones or their analogues are the most investigated among them [229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241]. 

These reactions, as observed in the case of aminoazoles, have the anti-Scraup direction, i.e., the carbonyl group of an unsaturated ketone reacts 

According to [231, 232], the reactions of 6-aminouracil 294 with chalcones in air lead to pyrido[2,3-d]pyrimidines 296, while their dihydro analogues can be 

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