65765-92-6Relevant academic research and scientific papers
Synthesis of 1H-Imidazoles by the Simple Ring Transformation of 5-Acylaminouracils and 5-Acylaminopyrimidin-4(3H)-ones
Matsuura, Izumi,Ueda, Taisei,Murakami, Nobutoshi,Nagai, Shin-ichi,Sakakibara, Jinsaku
, p. 2821 - 2826 (2007/10/02)
1,2-Disubstituted 4-alkylcarbamoyl-5-methyl-1H-imidazoles and 2-substituted 5-methyl-4-phenylcarbamoyl-1H-imidazoles were synthesized from 5-acylamino-6-methyluracils and 5-acylamino-6-methyl-3-phenylpyrimidin-4(3H)-ones by treatment with sodium hydroxide in ethanol.In the case of 5-acylaminopyrimidinones which possess an olefinic group in the acylamino group, 2-ethoxyethyl (or 2-ethoxypropyl)-5-methyl-4-phenylcarbamoyl-1H-imidazoles were prepared as major products and the corresponding 2-alkenyl-1H-imidazoles were only minor products.Compounds which contain an aryl function in their acylamino group gave glycine anilides as byproducts.
AN UNUSUAL TRANSFORMATION OF 5-AMINO-6-METHYL-3-PHENYL-4(3H)-PYRIMIDONE WITH SELENIUM DIOXIDE: X-RAY CRYSTAL STRUCTURE OF 3-PHENYLCARBAMOYL-4-METHYL-1,2,5-SELENADIAZOLE
Ueda, Taisei,Shibata, Yoshitsugu,sakakibara, Jinsaku,Inoue, Masatoshi,Ishida, Toshimasa
, p. 3424 - 3426 (2007/10/02)
The reaction of 5-amino-6-methyl-3-phenyl-4(3H)-pyrimidone (1) with selenium dioxide in dioxane gave the unusual products: 6-phenyl-7(6H)-isoselenazolopyrimidone (2) and 3-phenylcarbamoyl-4-methyl-1,2,5-selenadiazole (3) in the ratio 1:2.KEYWORDS -
Studies on Synthetic Methods for 5-Amino-4(3H)-pyrimidones. I. A Novel Ring Expansion Reaction of 4-Aminoantipyrines to 5-Amino-4(3H)-pyrimidones
Udea, Taisei,Oda, Noriichi,Ito, Isoo
, p. 2144 - 2147 (2007/10/02)
4-Anilino(or amino)antipyrines (Ia, b) were transformed into 5-anilino(or amino)-4(3H)-pyrimidones (IIa, b) in the presence of bases such as sodium hydride, sodium amide, sodium hydroxide, or sodium ethoxide in refluxing xylene.Treatment of IIa with hydrazine hydrate gave 4-anilino-5-hydroxy-3-methyl pyrazole (V).However, the reaction of IIb with hydrazine hydrate gave 3,5-diamino-6-methyl-4(3H)-pyrimidone (VI) and 4-(5-oxo-3-methyl-pyrazolinyliden)amino-5-hydroxy-3-methyl pyrazole (VII).
