cas 120319-05-3, 2,5-DIMETHYL-4-METHYLCARBAMOYL-1-PHENYLIMIDAZOLE

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Synthesis of 1H-Imidazoles by the Simple Ring Transformation of 5-Acylaminouracils and 5-Acylaminopyrimidin-4(3H)-ones
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.
Matsuura, Izumi,Ueda, Taisei,Murakami, Nobutoshi,Nagai, Shin-ichi,Sakakibara, Jinsaku
p. 2821 - 2826
(2007/10/02)

A novel ring transformation of 5-acylaminouracils and 5-acylaminopyrimidin-4(3H)-ones into imidazoles
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Ueda,Matsuura,Murakami,Nagai,Sakakibara,Goto
p. 4607 - 4610
(2007/10/02)