1952 年 72 巻 7 号 p. 909-912
It has been described by Friedman, et al. (U.S. Pat. 2, 500, 283, Brit. Pat. 625, 931), that the application of benzaldehyde and formic acid on 2-amino-4-methylpyrimidine results in the formation of 2-benzylamino-4-methylpyrimidine (III), but such formation was not witnessed by the reëxamination of this reaction by the present workers. In its stead, 2-amino-4-styrylpyrimidine (I) and 2-benzylamino-4-styrylpyrimidine (II) were obtained. (I) can also be obtained by heating 2-amino-4-methylpyrimidine and benzaldehyde to around 200°. The similar heating of (III) and benzaldehyde results in the formation of (II). Respective oxidation of (I) and (II) with potassium permanganate yields 2-aminopyrimidine-4-carboxylic acid (V) and benzoic acid, (V) yielding 2-amino-pyrimidine by decarboxylation.