ChemicalBook CAS DataBase List Ebselen

Ebselen synthesis

11synthesis methods

Product Name:Ebselen
CAS Number:60940-34-3
Molecular formula:C13H9NOSe
Molecular Weight:274.18

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60940-34-3
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Yield:60940-34-3 91%

Reaction Conditions:

with selenium;hydrazine hydrate;lithium hydroxide in N,N-dimethyl-formamide; for 20 h;Inert atmosphere;Heating;

Steps:

Method B.

General procedure: Hydrazine hydrate (8.0 mmol) was added dropwise to the mixture of selenium powder (1.2 mmol) and lithium hydroxide (3.6 mmol) in DMF (3 mL). Reaction was heated to 120 oC and stirred for 15 min under argon atmosphere. After cooling to room temperature the amide (1.0 mmol) in DMF (2 mL) was added. The reaction mixture was heated to 120 oC and stirred for 20 h under argon atmosphere. The solution was cooled, 25 mL of brine was added and the mixture was stirred for additional 20h. Precipitate was filtered under vacuum, washed with water and dried in air. The crude product was purified by column chromatography (silica gel, DCM:MeOH 99.2 : 0.8). Yields: 91% 1, 86% 9, 60% 10, 67% 11, 72% 12, 82% 13, 75% 14.

References:

Pacu?a, Agata J.;Obieziurska, Magdalena;?cianowski, Jacek;Kaczor, Katarzyna B.;Antosiewicz, J?drzej [Arkivoc,2018,vol. 2018,# 3,p. 153 - 164]