The reaction of 2-acyl(aroyl)-1,1,3,3-tetracyanopropenides with gaseous hydrogen halides was used to obtain 2-amino-3-aroyl(acyl)-6-halopyridine-3,5-dicarbonitriles, which were subsequently converted to the respective 4-amino-1-aryl-6-halo-1-hydroxy-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-7-carbonitriles by treatment with concentrated sulfuric acid, followed by aqueous workup.
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Acknowledgements
This work was performed with support from the Scholarship of the President of the Russian Federation for young scientists and doctoral students SP-3725.2015.4.
X-ray structural analysis was performed with support from the program for development of the M. V. Lomonosov Moscow State University.
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* For Communication 6, see 1.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(5), 568–574
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Kayukov, Y.S., Karpov, S.V., Grigor’ev, A.A. et al. 2-Acyl(aroyl)-1,1,3,3-tetracyanopropenides 7*. Synthesis of 4-amino-1-aryl-6-halo-1-hydroxy-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-с]pyridine-7-carbonitriles. Chem Heterocycl Comp 53, 568–574 (2017). https://doi.org/10.1007/s10593-017-2093-x
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DOI: https://doi.org/10.1007/s10593-017-2093-x