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Synthesis of 8,9‐dihydrodipyrazolo[3,4‐ b :4′,3′‐ f ][1,5]diazocin‐10(1 H )‐one. A new ring system
Author(s) -
Migliara Onofrio,
Lamartina Liliana,
Timoneri Marina,
Plescia Salvatore
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320326
Subject(s) - chemistry , ring (chemistry) , dept , chemical shift , stereochemistry , medicinal chemistry , carbon 13 nmr , pyrazole , organic chemistry
8,9‐Dihydrodipyrazolo[3,4‐ b :4′,3′‐ f ][1,5]diazocin‐10(1 H )‐ones 7 were prepared by cyclization of 1‐ethyl‐ N ,3‐dimethyl‐4‐acetamido‐ N ‐(1‐R 1 ‐3‐R 2 ‐1 H ‐pyrazol‐5‐yl)‐1 H ‐pyrazole‐5‐carboxamides 6 by a Bischler‐Napieralski cyclization. A complete assignment of the chemical shifts to the carbon atoms of compound 7 was performed by different nmr experiments, such as DEPT and XHDEPT for onebond CH correlations and COLOC experiments for long‐range C‐H correlations.

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