Alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1h)-pyridone by active halomethylene compounds. The molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-<Emphasis Type="Italic">b</Emphasis>]pyridine |
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Authors: | E A Kaigorodova V K Vasilin E A Sidorova V E Zavodnik G D Krapivin |
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Institution: | (1) Kuban State Technological University, 350072 Krasnodar, Russia |
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Abstract: | The alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-pyridone by active halomethylene compounds has been studied. It was shown that the reaction of the pyridone with methyl- and ethylchloroacetates and phenacyl and p-bromophenacyl bromides occurs to give N- and O-structural isomers. Only the N-derivatives are separated from the reaction mixture when the pyridone is alkylated with iodoacetamide. It was found that 2-aroylmethyl-3-cyano-4-methoxymethyl-6-methylpyridines cyclize in the presence of KOH to 3-amino-2-aroyl-4-methoxymethyl-6-methylfuro2,3-b]pyridines. The molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro2,3-b]pyridine has been studied using an X-ray analytical method.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1670–1682, November, 2004. |
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Keywords: | 2-aroylmethoxy-3-cyanopyridines furo[2 3-b]pyridine 3-cyano-2(1H)-pyridones alkylation molecular structure |
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