4(5)-Nitro-1H-imidazole-5(4)-carbonitriles. Synthesis by cine- substitution reactions

Tetrahedron Letters

Volumn 39, Issue 20, 1998, Pages 3331-3332

  Suwiński, Jerzy ^a   Świerczek, Krzysztof ^a  

^a SILESIAN UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

4 NITROIMIDAZOLE DERIVATIVE; 4(5) NITRO 1H IMIDAZOLE 5(4) CARBONITRILE; CYANIDE; POTASSIUM CYANIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; PURINE SYNTHESIS;

EID: 0032516357     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00483-3     Document Type: Article

References (12)

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2. (b) Shaw G. Purines. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R.; Rees, C. W.; Scriven, E.F.V.; Ramsden, C.A., ed.; Elsevier Science: Oxford, 1996; vol. 7; pp. 397-429.
3. 2. McCesney, J.; Buchman R. Heterocycles 1976, 4, 1065.
4. 3. Crozet, M. P.; Vanelle, P.; Jentzer, O.; Bertrand, M. P. Heterocycles 1989, 28, 849-855.
5. 4. (a) Suwiński, J.; Salwińska, E. Polish J. Chem. 1987, 61, 913-920.
6. (b) Suwiński, J.; Salwińska, E.; Białecki, M. ibid. 1991, 65, 1071-1075.
7. 5. Goldman, P.; Wuest, J. D. J. Am. Chem. Soc. 1981, 103, 6224-6226.
8. 3), ∼14.4 (broad s, 1H, NH).
9. 7. Cohen-Fernandes, P.; Erkelens, C.; van Eendenburg, C.G.M.; Verhoeven, J.J.; Habraken, C.L. J. Org. Chem. 1979, 44, 4156-4160.
10. 8. General procedure as described in ref. 9 using benzene instead of THF, for 5a: yield 95%, m. p. 93-95° C, 5b: yield 97%, m. p. 173-175° C; elemental analyses and spectroscopic data are in full agreement with the proposed structures.
11. 9. Walczak, K.; Suwiński, J. Polish J. Chem. 1996, 70, 861-866.
12. 10. Suwiński, J.; Szczepankiewicz, W. J. Labelled Compd. Radiopharm. 1996, 38, 395-401.