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Alcoholysis of 2,2-Dichloropropyl Derivatives of Carbazole, Phenothiazine, and Phenoxazine
Authors:I. N. Okhtemenko  A. I. Khlebnikov  V. D. Ogorodnikov
Affiliation:(1) Polzunov Altai State Technical University, pr. Lenina 46, Barnaul, 656099, Russia;(2) Siberian Division, Russian Academy of Sciences, Institute of Petroleum Chemistry, Russia
Abstract:Reactions of 9-(2,2-dichlorocyclopropyl)carbazole, 10-(2,2-dichlorocyclopropyl)phenothiazine, and 10-(2,2-dichlorocyclopropyl)phenoxazine with alcohols in the system t-BuOK-DMSO yield the corresponding N-(1-alkoxy-2-propynyl) derivatives. Hydrolysis of 9-(1-methoxy-2-propynyl)carbazole and 10-(1-methoxy-2-propynyl)phenothiazine in 60% aqueous dioxane in the presence of sulfuric acid gives the corresponding heterocyclic amine and 2-propynal.
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