Reductive acylation of 4-nitroazoles. Synthesis of N-(4-azolyl)acetamides, N-(4-azolyl)succinimides and N-(4-azolyl)phthalimides

Suwiński, J.; Wagner, P.

Artykuł - szczegóły

Tytuł artykułu

Reductive acylation of 4-nitroazoles. Synthesis of N-(4-azolyl)acetamides, N-(4-azolyl)succinimides and N-(4-azolyl)phthalimides

Autorzy

Suwiński J. , Wagner P.

Identyfikatory

Warianty tytułu

Języki publikacji

Abstrakty

N-Azolylamides have been obtained by the reductive acylation of nitroazoles with acetic, succinic or phthalic anhydrides. N-Azolylsuccinamic and Af-azolylphthalamic acids forming from nitroazoles and the cyclic anhydrides have been cyclocondensed by the treatment with acetic anhydride - sodium acetate mixture to give respective N-azolylimides.

Słowa kluczowe

nitroazoles acylation acetamide phthalamide succinimide

nitroazole acylowanie acetamid ftalamid sukcynimid

Wydawca

Centrum Materiałów Polimerowych i Węglowych PAN

Czasopismo

Polish Journal of Applied Chemistry

Rocznik

2000

Tom

Vol. 44, nr 1

Strony

31--35

Opis fizyczny

Bibliogr. 16 poz.

Twórcy

autor

Suwiński J.

suwinski@polsl.gliwice.pl

Institute of Organic Chemistry and Technology, Silesian University of Technology, Krzywoustego 4, 44-100 Gliwice, Poland

autor

Wagner P.

Institute of Organic Chemistry and Technology, Silesian University of Technology, Krzywoustego 4, 44-100 Gliwice, Poland

Bibliografia

[1] M. MĄKOSZA, Russ. Chem. Bull., 45,491 (1996); Chimia, 48, 499 (1994) and references cited there.
[2] M. MĄKOSZA and K. SIENKIEWICZ, J. Org. Chem., 55,4979 (1990).
[3] M. MĄKOSZA and M. BIALECKI, J. Org. Chem., 57,4784 (1992).
[4] M, MĄKOSZA, Synthesis, 1991, 103.
[5] J. SUWIŃSKI and K. ŚWIERCZEK, Tetrahedron Letters, 39, 3331(1998).
[6] J.G. BUCIIANAIS', A.O. JUMAAH, G. KERT, R.R. TALEKAR and R.H. WIGHTMAN, J. Chem., Soc., Perkin T. 1, 1991,1077.
[7] F. TERRIER, "Nucleophilic Aromatic Diplacement. The Influence of Nitro Group", VCH Publischers, Inc., NY 1991.
[8] J. SUWINSKJ and W. SZCZEPANKIEWICZ, J. Labelled Compds. Radiopharm,, 38, 395 (1996).
[9] N. KORNBLUM, Org. React., 2, 262 (1944).
[10] N.J, LEONARD and A.M. HYSON, J. Am. Chem. Soc., 71, 1392 (1949).
[11] H. KLEMMAND and W. HSIN, J, Heterocycl. Chem., 12, 1183 (1975).
[12] J. SUWIŃSKI and K. WALCZAK, Polish J. Chem., 68, 675 (1994).
[13] I.J. CYMERMAN-CRAIG, G.N. YAUOHAN and W.K.. WARBURTON, J. Chem. Soc., 1956, 4114.
[14] M. ŁAPKOWSKI, personal Information.
[15] F. JOHNSON and W.A. NASUTAVICUS, J. Org. Chem., 29, 153 (1964).
[16] l. L. FINAR and H.E. SAUNDERS, J. Chem. Soc. C, 1969, 1495.

Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-article-BPP1-0021-0087