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A novel ring transformation of 5-acylaminouracils and 5-acylamino-pyrimidin-4(3H)-ones into imidazoles

✍ Scribed by Taisei Ueda; Izumi Matsuura; Nobutoshi Murakami; Shin-ichi Nagai; Jinsaku Sakakibara; Masafumi Goto

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
205 KB
Volume
29
Category
Article
ISSN
0040-4039

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## Abstract Treatment of 5‐acylamino‐6‐hydroxy (or benzoyloxy)methyl‐3‐phenylpyrimidin‐4(3__H__)‐one 5,10 with 5% aqueous sodium hydroxide in ethanol gave 2‐alkyl‐5‐hydroxymethyl‐4‐phenylcarbamoyl‐1__H__‐imidazoles 7,11. Oxidation of 5‐amino‐6‐benzoyloxymethyl‐3‐phenylpyrimidin‐4(3__H__)‐one 9 in t

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Ring Transformation of 5-Amino (or Acylamino)-6-hydroxy (or benzoyloxy) methylpyrimidin-4(3H)-ones into 1H-Imidazoles. -Substituted pyrimidinones (I) and (III) readily undergo a ring contraction reaction in the presence of sodium hydroxide yielding the corresponding imidazole derivatives (II) and (