The Mannich reaction in the synthesis of N,S-containing heterocycles 6. New approaches to the synthesis of pyrimido[4,3-b][1,3,5]thiadiazine derivatives |
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| Authors: | V V Dotsenko S G Krivokolysko V P Litvinov |
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| Institution: | (1) ChemEx Laboratory, V. Dal’ East-Ukrainian National University, 20a Molodyozhny kv., 91034 Lugansk, the Ukraine;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation |
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| Abstract: | Aminomethylation of 2,6-diamino-4-aryl-4H-thiopyran-3,5-dicarbonitriles in the Mannich reaction with p-toluidine and formaldehyde unexpectedly gave pyrimido4,3-b]1,3,5]thiadiazine derivatives. The same compounds were obtained in an independent way involving a multicomponent cascade
condensation of aromatic aldehydes, cyanothioacetamide, p-toluidine, and formaldehyde.
For Part 5, see Izv. Akad. Nauk, Ser. Khim., 2007, 1384 Russ. Chem. Bull., Int. Ed., 2007, 56, 1437].
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1420–1422, July, 2007. |
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| Keywords: | pyrimido[4 3-b][1 3 5]thiadiazines aminomethylation the Mannich reaction multicomponent cascade synthesis 2 6-diamino-4-aryl-4H-thiopyran-3 5-dicarbonitriles |
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