TY - JOUR A1 - Brehme, R. A1 - Reck, Günter A1 - Schulz, Burkhard A1 - Radeglia, Reiner T1 - Synthesis and Reactions of (1E,2Z)-2-N,N-Dialkylhydrazono-2-phenylethanal N,N-Dimethylhydrazones N2 - (1E,2Z)-2-N,N-Dialkylhydrazono-2-phenylethanal N,N-dimethylhydrazones 3a-e weresynthesised by the reaction of 1,4,5-triazapentadienium salts 2 with N,N-dimethylhydrazine. The compounds 3a and 3d didnot react with tosyl isocyanate in an electrophilic substitutionreaction at the azomethine C-1 as aza-enamines, but they reactedat room temperature in benzene in a 1,4-dipolar cycloaddition toyield 1,3,5-triazinan-2,4-diones 5a and 5d, whereas at 70 °Coctahydroimidazoimidazol-2,5-dione 6a wasformed via criss-cross addition reaction. With dimethyl sulfatein DMF, 3a was transformed into the trimethylhydrazoniumsalts 7a and 8a,isolated as co-crystallised perchlorates (molar ratio 1:1). KW - Aza-enamines KW - Heterocycles KW - Hydrazonium salts KW - 1,4-dipolar cycloaddition KW - Criss-cross addition reaction PY - 2003 DO - https://doi.org/10.1055/s-2003-40528 SN - 0039-7881 SN - 1437-210X IS - 10 SP - 1620 EP - 1625 PB - Thieme [u.a.] CY - Stuttgart AN - OPUS4-2618 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -