About: Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters

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About: Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A set of 2-substituted 1-(9,10-dihydroacridin-9-ylidene) thiosemicarbazides 4a-d (H, methyl, ethyl, and n-butyl substituents) were treated with dimethyl acetylenedicarboxylate (DMAD) to yield 5-membered ring 1,3-thiazolidin-4-one products 5a-d. The methyl derivative 4b, upon reaction with methyl propiolate (MP), yielded a 6-membered thiazin-4-one ring product 7b. The structures of the methyl derivative products 5b and 7b were conclusively proven by NMR examinations and compared to X-ray crystallographic analysis. The ring-chain tautomerism of the thiosemicarbazides, the regio- and stereoselectivity of the reactions, the adopted s-cis conformations of the Z configurations of the products, and the prototropic tautomerism of all the compounds were all substantiated. A set of 2-substituted 1-(9,10-dihydroacridin-9-ylidene) thiosemicarbazides 4a-d (H, methyl, ethyl, and n-butyl substituents) were treated with dimethyl acetylenedicarboxylate (DMAD) to yield 5-membered ring 1,3-thiazolidin-4-one products 5a-d. The methyl derivative 4b, upon reaction with methyl propiolate (MP), yielded a 6-membered thiazin-4-one ring product 7b. The structures of the methyl derivative products 5b and 7b were conclusively proven by NMR examinations and compared to X-ray crystallographic analysis. The ring-chain tautomerism of the thiosemicarbazides, the regio- and stereoselectivity of the reactions, the adopted s-cis conformations of the Z configurations of the products, and the prototropic tautomerism of all the compounds were all substantiated. (en)
Title	Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters (en)
skos:prefLabel	Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters Selective Formation of 5- or 6-Membered Rings, 1,3-Thiazolidin-4-one vs. 1,3-Thiazin-4-one, from Acridine Thiosemicarbazides by the Use of Ethyne Acid Esters (en)
skos:notation	RIV/60461373:22310/10:00023709!RIV11-MSM-22310___
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika	1
http://linked.open...vai/riv/dodaniDat	2011
http://linked.open...aciTvurceVysledku	Böhm, Stanislav
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	286801
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/10:00023709
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	1. Acridine 2. Thiosemicarbazide 3. Thiazolidinone 4. Thiazine 5. Crystallography (en)
http://linked.open.../riv/klicoveSlovo	1. Acridine 2. Thiosemicarbazide 3. Thiazolidinone 4. Thiazine 5. Crystallography
http://linked.open...odStatuVydavatele	JP - Japonsko
http://linked.open...ontrolniKodProRIV	[9EAF2251E21C]
http://linked.open...i/riv/nazevZdroje	Heterocycles
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...UplatneniVysledku	2010
http://linked.open...v/svazekPeriodika	80
http://linked.open...iv/tvurceVysledku	Böhm, Stanislav Imrich, Ján Danihel, Ivan Klika, Karel D. Kristián, Pavol Tomaščiková, Jana
http://linked.open...n/vavai/riv/zamer	Catalytic processes in chemistry and chemical technology
issn	0385-5414
number of pages	15 (xsd:int)
http://localhost/t...ganizacniJednotka	22310

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