Abstract
It has been shown that the products of the reaction of benzoxazolone (I) and 6-chlorobenzoxazolone (II) with α, β-dichloropropionyl chloride in the presence of triethylamine are, respectively, 3-[β-(N-benzoxazolonyl)-α-chloropropionyl] benzoxazolone and 3-[β-(N-6-chlorobenzoxazolonyl)-α-chloropropionyl]-6-chlorobenzoxazolone. A possible explanation of the fact that in the reaction of I and II in the presence of triethylamine only the chlorine atom in the β-position of derivatives of α, β-dichloropropionic acid takes part, is that the chlorine in the α-position is deactivated through enolization.
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References
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Aliev, N.A., Ivanova, S.N., Mel'nikov, N.N. et al. The structure of the products of the interaction of benzoxazolone derivatives with α, β-dichloropropionyl chloride in the presence of triethylamine. Chem Heterocycl Compd 3, 779–781 (1967). https://doi.org/10.1007/BF00474866
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DOI: https://doi.org/10.1007/BF00474866