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Keywords: 2-aminoindolo[2,3-c]pyridin-3(2H)-one, hydrazine hydrate, hydrazones of 2-acetyl-3-indolylacetic acid, 2,3-dihydro-2-oxo-5-R 1 -1H-[1,2]diazepino [4,5-b]indoles.Interest in derivatives of 2,3-benzodiazepines is related to the broad spectrum of their biological action on the central nervous system [1][2][3][4][5][6][7]. Some 2,3-benzodiazepines have been found to be tranquilizers and anticonvulsants [2][3][4]. The tranquilizer, Tofizopam, a 2,3-benzodiazepine, has found use in clinical practice [1]. Considerable attention has been given to the synthesis and study of the pharmacological properties of diazepines condensed with various heterocyclic systems [3,4,6].A number of pathways have been reported for the synthesis of derivatives of 2,3-benzo-4-diazepinones based on the reaction of 2-aroyl-4,5-dimethoxyphenylacetic acids with hydrazine [2,[8][9][10]. 3H-[1,2]Diazepino [5,6-b]indoles were obtained by the cyclization of the ethyl esters of 2-formyl-and 2-acetyl-2-indolylacetic acids using hydrazine hydrate [11][12][13].We have recently shown that the reaction of 2-acetylbenzo[b]furan-3-acetic acid as well as its ester and amide derivatives with hydrazine hydrate leads not to the corresponding benzofurodiazepines but rather to 2-aminobenzofuro[2,3-c]pyridin-3(2H)-ones or azines of 2-acetylbenzo[b]furan-3-acetic acid [14].

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