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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2013 Volume 23, Issue 3, Pages 176–178 (Mi mendc2654)

This article is cited in 7 papers

Communications

2-Methyl-11-nitro-5,6-dihydro-2H-2,6-methano- 1,3,5-benzoxadiazocin-4(3H)-one: Synthesis, Crystal Structure and Tautomerism in Dipolar Aprotic Solvents

V. F. Sedova, V. P. Krivopalov, Yu. V. Gatilov, O. P. Shkurko

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

Abstract: Condensation of salicylaldehyde with nitroacetone and urea yields one diastereomer of the title compound. In DMF or DMSO solutions, this compound undergoes oxadiazocine ring opening leading to the equilibrium between its 2R*,6S*,11S*- and 2R*,6S*,11R*-diastereomers and 4-(2-hydroxyphenyl)-6-methyl-5-nitro-3,4-dihydropyrimidin-2(1H)-one.

Language: English

DOI: 10.1016/j.mencom.2013.05.020



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