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SYNTHESIS OF IMIDAZOLE SPIRO COMPOUNDS FROM 5-ALKOXYCARBONYL-1Н-PYRROLE-2,3-DIONES AND PHENYLUREA

Алексей Ю. Дубовцев, Екатерина С. Денисламова, Павел С. Силайчев, Максим В. Дмитриев, Андрей Н. Масливец
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Abstract


5-Alkoxycarbonyl-substituted 1Н-pyrrole-2,3-diones react with phenylurea, forming alkyl 4-hydroxy-5-oxo-2[(phenylcarbamoyl)amino]-2,5-dihydro-1Н-pyrrole-2-carboxylates, which cyclize in the presence of sodium methoxide, giving 8-hydroxy-3phenyl-1,3,6-triazaspiro[4.4]-non-8-ene-2,4,7-triones. The crystal structures of 8-hydroxy-9-(4-methylbenzoyl)-3-phenyl-6(p-tolyl)-1,3,6-triazaspiro[4.4]non-8-ene-2,4,7-trione and methyl 8-hydroxy-2,4,7-trioxo-3,6-diphenyl-1,3,6-triazaspiro[4.4]non-8-ene-9-carboxylate were studied.

Authors: Aleksei Yu. Dubovtsev, Ekaterina S. Denislamova, Pavel S. Silaichev, Maksim V. Dmitriev, Andrey N. Maslivets*

 


Keywords


1Н-pyrrole-2,3-diones; 1,3,6-triazaspiro[4.4]nonane, urea; spiroannulation

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