FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing 2-substituted 1-hydroxypyrrolo[3,4-ƒ]indole-5,7(1H,6H)-diones, where R=C6H5 or 4-CH3C6H4, or 4-OCH3C6H4, or 2-thienyl, which can be used as precursors for synthesis of biologically active substances, medicinal preparations, hexazocyclanes. Method of producing 2-substituted 1-hydroxypyrrolo[3,4-ƒ]indole-5,7(1H,6H)-diones includes two steps. At first step substituted 4-nitro-5-(2-oxoethyl)phthalonitriles are heated in a medium of polyphosphoric acid with density to form corresponding substituted 5-nitro-6-(2-oxoethyl-1H-isoindole-1,3(2H)-diones. At second step substituted 5-nitro-6-(2-oxoethyl)-1H-isoindole-1,3(2H)-diones are reduced with tin dichloride to obtain desired 2-substituted 1-hydroxypyrrolo[3,4-ƒ]indole-5,7(1H,6H)-diones.
EFFECT: use of disclosed method for synthesis of 2-substituted 1-hydroxypyrrolo[3,4-ƒ]indole-5,7(1H,6H)-diones enables to obtain novel, previously not described in literature indoles with an imide fragment.
1 cl, 4 ex
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Authors
Dates
2017-03-17—Published
2015-12-23—Filed