Abstract
An approach to modification of biologically active 2-amino-1,3,4-thiadiazoles with fluoro-containing five-membered heterocycles was proposed. The approach involves reactions of imines (generated in situ from 2-amino-1,3,4-thiadiazoles and methyl trifluoropyruvate) with 1,3-binucleophiles such as 6-aminouracils, 6-aminothiouracils, N-substituted 3-aminocyclohexenones, N-substituted ureas, N-substituted benzamidines, and 3-aminocrotononitrile.
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For Part 4, see Ref. 1.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 693–697, April, 2011.
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Sokolov, V.B., Aksinenko, A.Y., Epishina, T.A. et al. Modification of biologically active amides and amines with fluoro-containing heterocycles 5. Fluoro-containing heterocyclic derivatives of 2-amino-1,3,4-thiadiazoles. Russ Chem Bull 60, 707–711 (2011). https://doi.org/10.1007/s11172-011-0110-2
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DOI: https://doi.org/10.1007/s11172-011-0110-2
Key words
- 2-amino-1,3,4-thiadiazoles
- methyl trifluoropyruvate
- 1,3,4-thiadiazol-2-ylimines
- 6-aminouracils
- 6-aminothiouracils
- N-substituted 3-aminocyclohexenones
- N-sub-stituted ureas
- N-substituted benzamidines
- 3-aminocrotononitrile
- fluoro-containing dihydro-1H-pyrroles
- hexahydro-1H-indoles
- hexahydro-1H-pyrrolo[2,3-d]pyrimidines, imidazolidine-2,4-diones, cyclocondensation