Vinamidinium salts of N-substituted aminoacetic acids |
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| Authors: | V A Valiullin T E Ivakhnenko G S Borodkin Sh G Mkoyan S M Aldoshin E P Ivakhnenko |
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| Institution: | (1) Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090 Rostov-on-Don, Russian Federation;(2) Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432 Chernogolovka, Moscow Region, Russian Federation |
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| Abstract: | Formylation of N-phthaloylglycine with the POCl3-DMF system afforded N,N,N′, N′-tetramethyl-2-(N-phthaloyl)vinamidinium perchlorate (2). X-ray diffraction study showed that molecule 2 is planar and contains two equivalent nitrogen atoms in the three-carbon vinamidinium fragment. Salt 2 undergoes transamination with primary aromatic amines to give the corresponding bis-azomethines. The reactions with hydrazines
produce substituted 4-aminopyrazoles.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 832–835, May, 2006. |
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| Keywords: | Vilsmeier-Haack reaction N N N′ N′ -tetramethyl-2-(N-phthaloyl)vinamidinium perchlorate X-ray diffraction study hindered rotation synthesis 4-salicylidene-aminopyrazole |
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