Collect. Czech. Chem. Commun. 1995, 60, 583-593

Synthesis of Nitro-Substituted 4-Oxo-4H-pyrimido[2,1-b]benzothiazole-3-carboxylic Acids and Their Spectral Characteristics

Alexander Bartoviča, Dušan Ilavskýa, Ondrej Šimoa, Lubomír Zaliberab, Anna Belicovác and Milan Semanc

a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
b Central Laboratory of Chemical Technique, Slovak Technical University, 812 37 Bratislava, Slovak Republic
c Institute of Cell Biology, Comenius University, 811 07 Bratislava, Slovak Republic


The Gould-Jacobs reaction of all position isomeric 2-aminonitrobenzothiazoles II with diethyl ethoxy- methylenemalonate has been studied. The structure of substitution (IV) and cyclization (VI) products and of the corresponding acids (VIII) was confirmed by elemental analysis, IR, UV, 1H and 13C NMR spectra. Analogous derivatives III, V and VII, derived from the unsubstituted 2-aminobenzothiazole I, were used as standards in interpretation of the spectra. The synthesized derivatives I - VIII were tested for antimicrobial activity.