R. Yu. Ivanova

A simple approach to the synthesis of 2-(2-amino-4-arylthiazol-5-yl)pyrimidines

The synthesis of 2-(2-amino-4-arylthiazol-5-yl)pyrimidin-4(3H)-ones from the available 2-(2-oxo-2-arylethylidene)-2,3-dihydropyrimidin-4(1H)-ones was developed.

Synthesis of 4,5-dihydropyrrolo[1,2,3-e, f][1,5]benzodiazepin-6(7H)-ones

A number (seven compounds) of 4,5-dihydropyrrolo[1,2,3-e, f][1,5]benzodiazepin-6(7H)-ones were obtained by condensation of 7-aminoindoles with β-halopropionic acid derivatives with subsequent cyclization of the resulting 7-(β-halopropionylamino)indoles by heating in the presence of bases in dimethylformamide. The compositions and structures of the intermediates and final products were confirmed by the results of elementary analysis and data from the IR, UV, and mass spectra.

Chemical transformations and evaluation of the basicities of 4,5-dihydropyrrolo[1,2,3-e,f][1,5]benzodiazepin-6(7h)-ones

The alkaline hydrolysis, amidation, and methylation of 4,5-dihydropyrrolo[1,2,3-e,f][1,5]benzodiazepin-6(7H)-one derivatives under various conditions were investigated. The ionization constants (pKα) for 1,2-dimethyl-4,5-dihydro[1,2,3-e,f][1,5]benzodiazepin-6(7H)-one were calculated by the Hammett indicator method, and two values, viz., pKα1 = −2.37 and pKα2= 5.53, which were ascribed to protonation of the diazepine ring and the indole ring of the molecule, respectively, were obtained.

4,5-dihydro-6h-pyrrolo[1,2,3-d,e]quinoxalin-5-ones

The synthesis of 1-R1-2-R2-8-R3-4,5-dihydro-6H-pyrrolo[1,2,3-d,e]quinoxalin-5-one derivatives (where R1 = CH3, C2H5; R2 = CH3, COOC2H5; R3 = H, CH3, C2H5O, Cl, Br) is described. The physicochemical properties of these derivatives were also studied.

1,4-Benzodiazepines, their cyclic homologs and analogs. XXVIII. 1,2-Dihydro-3h-1,4-benzodiazepin-2-ones with heterocyclic substituents in position 3

In recent years, polynuclear heterocyclic compounds based on 1,4-benzodiazepines have been prepared, which have a high activity towards the central nervous system (CNS) [2-7]. During studies on the connection between the structure and the pharmacological properties of 1,4-benzodiazepines, we synthesized derivatives of this class of types I-III. Compounds I were prepared by condensing 5-substituted 2-aminobenzophenones with tryptophan ethyl ester hydrochloride (method i) of the acid chloride of tryptophan (method 2) (Table I). Table i shows that compounds I are obtained in higher yields by the second method than by the first.