2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 13065112, compound

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Reaction Steps

To a solution of 2.5 g. of 1,2,3,4-tetrahydrodibenzothiophene-3-carboxylic acid ethyl ester in 100 ml. of dioxane was added 4.7 g. of 2,3-dichloro-5,6dicyano-1,4-benzoquinone. The solution was stirred and refluxed for 31 hours. The solution was cooled and the hydroquinone filtered off. The dioxane was removed on a steam bath under reduced pressure. The residue was dissolved in 100 ml. of methylene chloride and the solution passed through a column containing about 75 g. of alumina (Woelm, grade 1). The solvent was removed on a steam bath and the residue crystallized from hexane. The yield of dibenzothiophene-3-carboxylic acid ethyl ester, m.p. 74°-78° was 1.7 g.

Provenance & Evidence