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Investigation of the products of reaction of epichlorohydrin with aromatic amines - II. N-(γ-chloro-β-hydroxypropyl)diphenylamine and its reaction products Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1966, Volume: 1, Number: 4, Pages: 368-371 Pages count : 4 DOI: 10.1007/BF00473811
Authors Kutkevichus S.I. 1 , Vorozhtsov N.N. 1
Affiliations
1 (Scopus) Siberian Division AS USSR, Institute of Organic Chemistry, Novosibirsk, Russian Federation

Abstract: Epichlorohydrin reacts with diphenylamine in the presence of acetic acid to give N-(γ-chloro-β-hydroxypropyl)diphenylamine, cyclized to N-phenyl-1, 2, 3, 4-tetrahydro-3-hydroxyquinoline; a study is also made of its conversion to N-(γ-diphenylamine-β-hydroxypropyl)pyridinium chloride, N-(γ-amino-β-hydroxypropyl)diphenylamine, (γ-diphenylamino-β-hydroxybutyronitrile, and N-(β, γ-epoxypropyl)diphenylamine, the latter on treatment with hydrogen chloride giving back the starting N-(γ-chloro-β-hydroxypropyldiphenylamine. It is shown that when γ-diphenylamino-β-hydroxybutyronitrile is heated in alkali, the products are the salt of γ-diphenylamino-β-hydroxybutyric acid and diphenylamine, i.e. a nitrogen-carbon bond is broken. © 1966 The Faraday Press, Inc.
Cite: Kutkevichus S.I. , Vorozhtsov N.N.
Investigation of the products of reaction of epichlorohydrin with aromatic amines - II. N-(γ-chloro-β-hydroxypropyl)diphenylamine and its reaction products
Chemistry of Heterocyclic Compounds. 1966. V.1. N4. P.368-371. DOI: 10.1007/BF00473811 Scopus РИНЦ OpenAlex
Dates:
Published print: Jul 1, 1966
Identifiers:
≡ Scopus: 2-s2.0-34250538031
≡ Elibrary: 30872919
≡ OpenAlex: W3007982247
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