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Synthesis of 4,4′-Bis[4-(2,5-dioxo-2,5-dihydro-1H-pyrroll-1-yl)-phenylcarbonylamino]-3,3′-dichlorodiphenylmethane and 1,4-Bis{2-[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-phenylcarbonyloxy]ethoxy}benzene

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Abstract

4,4′-Bis[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenylcarbonylamino]-3,3′-dichlorodiphenylme-thane has been obtained by the reaction of 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoyl chloride with 4,4′-diamino-3,3′-dichlorodiphenylmethane. 1,4-Bis[2-(4-aminophenylcarbonyloxy)ethoxy]benzene has been prepared by the reaction of potassium 4-aminobenzoate with 1,4-bis(2-chloroethoxy)benzene. The synthesized diamine has been reacted with maleic anhydride to obtain 1,4-bis[4-(2-carboxyethen-1-ylcarbamoyl)phenyl-carbonyloxyethoxyjbenzene, whose subsequent cyclization with acetic anhydride gave 1,4-bis{2-[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-phenylcarbonyloxy]ethoxy}benzene.

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Correspondence to O. A. Kolymshin.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 11, pp. 1717–1721.

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Kolymshin, O.A., Danilov, V.A., Ignatev, V.A. et al. Synthesis of 4,4′-Bis[4-(2,5-dioxo-2,5-dihydro-1H-pyrroll-1-yl)-phenylcarbonylamino]-3,3′-dichlorodiphenylmethane and 1,4-Bis{2-[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-phenylcarbonyloxy]ethoxy}benzene. Russ J Org Chem 55, 1686–1689 (2019). https://doi.org/10.1134/S1070428019110071

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