| Title |
An unusual thionyl chloride-promoted C−C bond formation to obtain 4,4'-bipyrazolones / |
| Authors |
Eller, Gernot A ; Vilkauskaitė, Gytė ; Šačkus, Algirdas ; Martynaitis, Vytas ; Mamuye, Ashenafi Damtew ; Pace, Vittorio ; Holzer, Wolfgang |
| DOI |
10.3762/bjoc.14.110 |
| Full Text |
|
| Is Part of |
Beilstein journal of organic chemistry.. Frankfurt am Main : Beilstein-Institut. 2018, vol. 14, p. 1287-1292.. ISSN 1860-5397. eISSN 1860-5397 |
| Keywords [eng] |
dimerization ; NMR (1H ; 13C ; 15N) ; pyrazolones ; thionyl chloride ; X-ray structure analysis |
| Abstract [eng] |
Dialkyl 5,5'-dioxo-4,4'-bipyrazole-4,4'-dicarboxylates are readily obtained by the reaction of 5-hydroxypyrazole-4-carboxylates in refluxing thionyl chloride. The obtained diesters can be transformed into the corresponding 4,4'-bipyrazoles via alkaline hydrolysis and subsequent decarboxylation. Detailed NMR spectroscopic investigations (1H, 13C, 15N) were undertaken with all products prepared. Moreover, the structure of a representative 5,5'-dioxo-4,4'-bipyrazole-4,4'-dicarboxylate was confirmed by X-ray crystal structure analysis. |
| Published |
Frankfurt am Main : Beilstein-Institut |
| Type |
Journal article |
| Language |
English |
| Publication date |
2018 |
