An unusual thionyl chloride-promoted C−C bond formation to obtain 4,4'-bipyrazolones
2018 ◽
Vol 14
◽
pp. 1287-1292
◽
Keyword(s):
X Ray
◽
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.
Keyword(s):
Keyword(s):
1978 ◽
pp. 1536-1540
◽
Keyword(s):
1988 ◽
Vol 184
(3-4)
◽
pp. 209-219
◽
Keyword(s):
1976 ◽
pp. 266b-267
◽
Keyword(s):
Keyword(s):
Keyword(s):
Keyword(s):
1994 ◽
Vol 29
(3)
◽
pp. 373-378
◽
Keyword(s):