An investigation of the behavior of ím(/3-chloroethyl)amine (I) and ethyl-(III) and methyl-(VII) bis(/3-chloroethyl)amines has established the nature of a number of hydrolysis products. It has further been found that chlorine in water attacks these substances rapidly, leading to cleavage of one of the alkylThe picrate was prepared and recrystallized from absolute ethanol, m.p, 74-75°.
The preparation of several new oxanilide derivatives has been described, as well as some attempts to convert them into quinolines and into dithio derivatives. Urbana, III.
The high antimalarial activity of pamaquine (Plasmochin) suggested that other 8-aminoquinoline drugs be prepared for evaluation. The present paper describes some experimental observations which arose from the preparation of 2,4-and 2,6-dimethyl-8-nitroquinoline as intermediates for this purpose.According to Roberts and Turner (1), 2,4-dimethylquinoline may be nitrated readily at low temperatures to produce a compound melting at 119°. This was assigned the structure of the 8-nitro derivative, since on reduction and diazotization it could be converted to 8-chloro-2,4-dimethylquinoline, identical with an authentic sample. Roberts and Turner (1) further reported the Baeyer synthesis on o-and p-nitroaniline to yield products, m.p. 145-147°and 159-162°, respectively, but stated that the former could not have been the expected 2,4dimethyl-8-nitroquinoline.When the nitration of 2,4-dimethylquinoline was carried out according to the directions of Roberts and Turner (1), a good yield of crude nitro derivatives was obtained. A small sample recrystallized from alcohol had the melting point (120°) reported by Roberts and Turner. However, a similar recrystallization of the bulk of the nitroquinoline yielded a material melting at 110-138°. Careful fractionation by dilute sulfuric acid extraction followed by recrystallization gave two pure dimethylnitroquinolines, m.p. 149-150°and 163-164°. These
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
customersupport@researchsolutions.com
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.