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Ring-Chain Tautomerism of 1,2,3,4-Tetrahydroquinazolines. The Products of Reaction of 1,3-Dicarbonyl Compounds with 2-Aminomethylaniline

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2-aminomethylaniline with 1,3-dicarbonyl compounds gives a series of 1,2,3,4-tetrahydroquinazoline derivatives. A ring-chain tautomeric equilibrium of the type enamine-1,2,3,4-tetrahydroquinazoline is observed in solutions of these compounds and its position depends of the structure of the starting dicarbonyl component and the solvent polarity.

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Zelenin, K.N., Potapov, A.A., Alekseyev, V.V. et al. Ring-Chain Tautomerism of 1,2,3,4-Tetrahydroquinazolines. The Products of Reaction of 1,3-Dicarbonyl Compounds with 2-Aminomethylaniline. Chemistry of Heterocyclic Compounds 40, 903–910 (2004). https://doi.org/10.1023/B:COHC.0000044573.19543.09

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  • DOI: https://doi.org/10.1023/B:COHC.0000044573.19543.09

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