Oxidative opening of the 2,5-dihydroxy-3,4,6,7-tetrachlorocoumaran ring |
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Authors: | G A Karlivan V R Zin'kovskaya R é Valter R B Kampare |
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Institution: | (1) Riga Technical University, 226355 Riga |
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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 (11) 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.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 892–895, July, 1990. |
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