Biitseva A. Synthesis and Study of 3-Amino-1-imino-1H-isoindoles

The thesis devoted to the synthesis and the study of the structure of 3-amino-1-imino-1H-isoindole derivatives, which contain the hydrazine residue, also to study the chemical behaviour of 3-amino-1-arylimino-1H-isoindoles in reactions with electrophilic reagents, especially with such bielectrophiles as a-chloroalkyl isocyanates. It is shown that N'-(3-amino-1H-isoindol-1-yliden)-R- carbohydrazides in solution as well as in solid state and vacuo exist in aminoimino-tautomeric form. For N',N''-1H-isoindole-1,3-diylidenbis-R- carbohydrazides the diimino-tautomeric form predominates. The mono- and disubstituted derivatives of aliphatic acids hydrazides display the conformational Z/E amide-type isomerism in N-acyl hydrazone residue in solution. Interaction of 3-amino-1H-isoindol-1-on thiosemicarbazone with a-halogenoketones was found to lead the formation of corresponding thiazol-2-yl hydrazones. The method for preparation of new 1,3,5-triazino[2,1-а]isoindole derivatives via cyclocondensation of 3-amino-1-arylimino-1Н-isoindoles with a-chloroalkyl isocyanates was elaborated. The simplest aromatic o-amidino acid - 2-amino(imino)methylbenzoic acid was obtained and characterized.