Volume 59, Issue 10 pp. o564-o566

Rearrangement products of 3-methane­sulfonyl-N-methyl-N-nitro­aniline

Bartosz Zarychta

Bartosz Zarychta

Institute of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland

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Zdzisław Daszkiewicz

Zdzisław Daszkiewicz

Institute of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland

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Janusz B. Kyzioł

Janusz B. Kyzioł

Institute of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland

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Jacek Zaleski

Jacek Zaleski

Institute of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland

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First published: 09 June 2004
Jacek Zaleski, e-mail: [email protected]

Abstract

Two isomeric products (C8H10N2O4S) of the rearrangement of 3-methane­sulfonyl-N-methyl-N-nitro­aniline have been investigated, viz. 3-methane­sulfonyl-N-methyl-2-nitro­aniline, which was the main product of the rearrangement, and 5-methane­sulfonyl-N-methyl-2-nitro­aniline. In both mol­ecules, the aromatic rings are appreciably deformed towards ortho-quinonoidal geometry by electronic and steric interactions. The crystal structure is stabilized, in both cases, by weak C—H⋯O hydrogen bonds.

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