Synthesis and tuberculostatic activity of adducts of aryl-and aryloxyfurans with acetylenedicarboxylic ester, maleic anhydride, and N-phenylmaleimide

…, EV Adamskaya, KY Novitskii, NP Solov'eva…

Index: Oleinik, A. F.; Adamskaya, E. V.; Novitskii, K. Yu.; Solov'eva, N. P.; Fadeeva, N. I.; et al. Pharmaceutical Chemistry Journal, 1980 , vol. 14, # 3 p. 175 - 178 Khimiko-Farmatsevticheskii Zhurnal, 1980 , vol. 14, # 3 p. 49 - 53

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Abstract

In the NMR spectra of compounds Ia and Ib, a narrow singlet was observed in the 11.47 ppm region (Ia) and the 11.49 ppm region (Ib) for a hydroxyl group (the 6-OH) which is involved in the formation of an intramolecular hydrogen bond with the CO fragment of the neighboring ester group (the 1-COOCH3)[1, 3, 4]. The marked high-field shift of the 2-COOCH 3 group as compared with the second ester group (1-COOCH3)(A6COOCH3 3.87-3.61= 0.36 ppm (Ia ...