Synthesis of N-heteroaromatic onium betaines of indane-1,3-dione

Betaines are formed in good yields in the reaction of N-heteroaromatic compounds with 2-dicyanomethyleneindane-1,3-dione oxide and its 4- and 5-halo derivatives in dioxane. The corresponding oxides were obtained by oxidation of 2-dicyanomethyleneindane-1,3-dione and its 4- and 5-substituted derivatives with hydrogen peroxide in dioxane. Data from the IR spectra of the compounds are presented.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 889–892, July, 1978.     

Synthesis of derivatives of 5-amino-7-oxo(6h)-1,3-dithiolo[4,5-d]pyrimidine on the basis of 2-amino-(1h,5h)pyrimidine-4,6-dione

The betaine of 2-amino-5-phenyliodonio(1H,5H)pyrimidine-4,6-dione, upon interaction with sodium diethyldithiocarbamate, forms the previously unknown 2-amino-5-diethylaminothiocarbonylthio (1H,5H)pyrimidine-4,6-dione, the cyclization of which in concentrated sulfuric acid leads to salts of 2-diethylimmonio-5-amino(6H)-1,3-dithiolo[4,5-d]pyrimidin-7-one — a new heterocyclic system. The salts serve as the starting material for obtaining 5-amino-7-oxo(6H)-1,3-dithiolo[4,5-d]pyrimidine-2-selenone and -2-thione.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1117–1121, August, 1992.     

Synthesis and properties of N,N′-bis(1,3-indanedion-2-yl)imidazolium betaine

A method for the synthesis of a new type of onium derivative of 1,3-indanedione — N,N-bis(1,3-indanedion-2-yl)imidazolium betaine — by anhydride condensation of N-(1,3-indanedion-2-yl)-N-carboxymethylimidazolium betaine with phthalic anhydride was developed. The new substance is an acid and forms stable salts.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 771–774, June, 1991.     

2-N-Imidazolyl- and 2-N-pyrazolyl-1,3-indandiones

It was shown by spectroscopic methods that 2-N-imidazolyl-, 2-N-(N-methylimidazolyl)-, and 2-N-(N-methylpyrazolyl)-1,3-indandiones exist in the form of inner salts, whereas 2-N-pyrazolyl-1,3-indandione exists in the form of an enol with an intramolecular hydrogen bond.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1082–1085, August, 1982.