MOHAMED, Walid Fathalla, Jaromír MAREK and Pavel PAZDERA. SYNTHESIS of 4-AMINO-3-CYANO-2-MORPHOLINOQUINOLINE. Heterocyclic Communications. London: Freund Publishing House, 2002, vol. 2002, No 1, p. 79-82. ISSN 0793-0283.
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Basic information
Original name SYNTHESIS of 4-AMINO-3-CYANO-2-MORPHOLINOQUINOLINE
Authors MOHAMED, Walid Fathalla (818 Egypt), Jaromír MAREK (203 Czech Republic) and Pavel PAZDERA (203 Czech Republic, guarantor).
Edition Heterocyclic Communications, London, Freund Publishing House, 2002, 0793-0283.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
Impact factor Impact factor: 0.326
RIV identification code RIV/00216224:14310/02:00005701
Organization unit Faculty of Science
UT WoS 000176861400014
Keywords in English regioselectivity; 4-amino-3-cyano-2-morpholinoquinoline; Thorpe-Ziegler cyclization; 3;1-benzothiazepine; thioureas; sulfur elemination
Tags 1-benzothiazepine, 3, 4-amino-3-cyano-2-morpholinoquinoline, regioselectivity, sulfur elemination, thioureas, Thorpe-Ziegler cyclization
Changed by Changed by: doc. RNDr. Pavel Pazdera, CSc., učo 2276. Changed: 1/11/2006 07:27.
Abstract
The 4-amino-3-cyano-2-morpholinoquinoline was obtained via intramolecular Thorpe-Ziegler cyclization of 4-cyano-N4-(2-cyanophenyl)morpholine-4-carboximido-thioate 3 to afford the intermediate 3,1-benzothiazepine 4. Compound 4 undergoes ring contraction to give the quinoline 5 by base catalyzed sulfur atom elimination. IR, 1H, 13C NMR and X-ray structural analysis confirmed the structure of the isolated new products 3 and 5.
Links
GA203/01/1333, research and development projectName: Chalkogenorganické sloučeniny - příprava, transformace a strukturní studie
Investor: Czech Science Foundation, Chalcogen organic compounds - synthesis, transformation and structure elucidation
MSM 143100011, plan (intention)Name: Struktura a vazebné poměry, vlastnosti a analýza syntetických a přírodních molekulových ansamblů
Investor: Ministry of Education, Youth and Sports of the CR, Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles
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