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Title: Synthesis of 3-alkyl-5-allylamino-2-benzoylimino-1,3,4-thiadiazoles via Dimroth rearrangement.
Other Titles: Синтез 3-alkyl-5-allylamino-2-benzoylimino-1,3,4-thiadiazoles перегрупуванням Дімрота.
Authors: Фізер, Максим Михайлович
Сливка, Михайло Васильович
Баумер, Вячеслав
Лендєл, Василь Георгійович
Keywords: alkylation; Dimroth rearrangement; 1,3,4-thiadiazole; 1,2,4-triazole, IMPACT FACTOR 2014: 0.593 SCImago Journal Rank (SJR) 2014: 0.201 Source Normalized Impact per Paper (SNIP) 2014: 0.307 Impact per Publication (IPP) 2014: 0.513
Issue Date: 12-Mar-2016
Publisher: De Gruyter Publ.
Citation: Maksym Fizer, Mikhailo Slivka*, Vjacheslav Baumer, Vasil Lendel. Synthesis of 3-alkyl-5-allylamino-2-benzoylimino-1,3,4-thiadiazoles via Dimroth rearrangement. // Heterocyclic Communications. 2016, Volume 22, Issue 2, Pages 79–83. ISSN (Online) 2191-0197, ISSN (Print) 0793-0283, on-line: DOI: 10.1515/hc-2015-0279, March 2016.
Series/Report no.: Наукова стаття;2016-02
Abstract: A facile access to 3-alkyl-5-N-allylamino- 2-N′-benzoylimino-1,3,4-thiadiazoles via Dimroth rearrangement is reported. Alkylation of 5-allylamino- 4-benzoyl-1,2,4-triazole-3-thione with alkyl halides in basic alcohol solution is regioselective. A mechanism for the formation of a 1,3,4-thiadiazole ring by 1,2,4-triazole recyclization is proposed. The obtained compounds were characterized by NMR, elemental analysis and X-ray diffraction analysis.
Description: Corresponding author: Mikhailo Slivka, Organic Synthesis Laboratory, Uzhhorod National University, Uzhhorod 88000, Ukraine, e-mail: [email protected]
Type: Text
Publication type: Стаття
ISSN: ISSN (Print) 0793-0283
Appears in Collections:Наукові публікації кафедри органічної хімії

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