Abstract
A method has been developed for the synthesis of (3,5,6-trichloro-1,4-benzoquinone-2-yl)chloroacetaldehyde by the oxidative ring opening of 2,5-dihydroxy-3,4,6,7-tetrachlorocoumaran with nitrogen oxides. The ion-radical salt of (3,5,6-trichloro-1,4-benzoquinone-2-yl)chloroacetaldehyde with N,N,N′,N′-tetramethyl-p-phenylenediamine (1∶1) has been synthesized. The reaction of 2,5-dihydroxy-3,4,6,7-tetrachlorocoumaran-3-yl) with pyridine gave N-(2,5-dihydroxy-4,6,7-trichlorocoumaran-3-yl)pyridine chloride, which is also formed from the opening of the coumaran ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 892–895, July, 1990.
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Karlivan, G.A., Zin'kovskaya, V.R., Valter, R.é. et al. Oxidative opening of the 2,5-dihydroxy-3,4,6,7-tetrachlorocoumaran ring. Chem Heterocycl Compd 26, 743–745 (1990). https://doi.org/10.1007/BF00509699
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DOI: https://doi.org/10.1007/BF00509699