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Environmentally Safe One-Pot Solvent-Free Synthesis of 6-Aryl-1,2,4,5-tetrazinane-3-thiones(ones) Catalyzed by NaHSO4-SiO2

Journal

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 45, Issue 11, Pages 1707-1713

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S1070428009110220

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One-pot condensation of thiourea (urea), diverse aromatic aldehydes, and ammonium acetate in the presence of repeatedly usable heterogeneous catalyst NaHSO4-SiO2 in the absence of solvent under the microwave irradiation proceeds faster and with better yields of 6-aryl-1,2,4,5-tetrazinane-3-thiones(ones) that under common heating. Compounds synthesized exist as a rule as two isomers distinguished by the position of the phenyl ring: It is located in the major isomer nearly in the equatorial position, in the minor one, close to axial position.

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