Pyridazines, 89. On the synthesis of novel 1,2-diazine containing tricyclic systems: Preparation of dipyridazinodiazepinones

Heterocycles

Volumn 51, Issue 5, 1999, Pages 1035-1050

  Heinisch, Gottfried ^a   Huber, Elisabeth ^a   Matuszczak, Barbara ^a   Mereiter, Kurt ^b  

^a UNIVERSITY OF INNSBRUCK   (Austria)

^b VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

PYRIDAZINE DERIVATIVE;

ANTIVIRAL ACTIVITY; ARTICLE; COLUMN CHROMATOGRAPHY; CRYSTAL STRUCTURE; CYCLIZATION; DEHALOGENATION; DRUG SYNTHESIS; SPECTROSCOPY; STRUCTURE ANALYSIS; X RAY ANALYSIS;

EID: 0033133982     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-8477     Document Type: Article

References (27)

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3. For reviews see: a) A. Chimirri, R. Gitto, S. Grasso, A. M. Monforte, G. Romeo, and M. Zappalà, Heterocycles, 1993, 36, 865; b) A. Chimirri, R. Gitto, S. Grasso, A.-M. Monforte, G. Romeo, and M. Zappalà, Heterocycles, 1993, 36, 601 and literature cited therein.
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16. 9a-d
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21. This failure may be explained by the insufficient nucleophilicity of the amino function in compound (2).
22. We intend to study this unexpected reaction behavior in more detail in order to find out whether it can serve for a new acylation method in pyridazine series.
23. Separation of 6 from 5 requires tedious chromatography. By performing the reaction at 40°C in dichloromethane solution we, however, succeeded in suppressing the formation of 6.
24. J. R. Proudfoot, U. R. Patel, and S. J. Campbell, J. Org. Chem., 1993, 58, 6996.
25. Moreover, under such conditions (employing NaOH, KOH or NaH) formation of additional products exhibiting blue fluorescence could be detected. Elucidation of their structure will be subject of a forth-coming paper.
26. G.M. Sheldrick, SHELXL93. Program for Crystal Structure Refinement, University of Göttingen, 1993.
27. Further details of the crystal structure investigation are available from the Fachinformationszentrum Karlsruhe, D-76344 Eggenstein-Leopoldshafen (Germany) on quoting the depository numbers CSD-410574 and 410575.