Abstract
4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones readily undergo acylation at the N1 atom of the benzodiazepine system by the action of acetic anhydride. Heating of the acetylated products in boiling dimethylformamide leads to the formation of 75–93% of the corresponding 7-acetyl-6-R-6,7-dihydropyrimido[1,6-a][1,5]benzodiazepine-1,3-diones that are derivatives of hitherto unknown fused heterocyclic system, pyrimido[1,6-a][1,5]benzodiazepine. 4-Hydroxy-5-(2-R-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-2H-1,3-thiazine-2,6-diones are converted into 1-(2-aminophenyl)-6-(2-R-vinyl)uracils on heating in boiling DMF.
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Original Russian Text © V.N. Yuskovets, B.A. Ivin, 2007, published in Zhurnal Obshchei Khimii, 2007, Vol. 77, No. 12, pp. 2018–2030.
For communication CXXV, see [1].
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Yuskovets, V.N., Ivin, B.A. Azines and azoles: CXXVI. First example of a novel heterocyclic system: Pyrimido[1,6-a][1,5]benzodiazepines. Russ J Gen Chem 77, 2162–2175 (2007). https://doi.org/10.1134/S1070363207120146
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DOI: https://doi.org/10.1134/S1070363207120146