Issue 13, 1977

Unconventional reaction of diazomethane with 1,3,6-trihydroxy-2-methyl-4-nitrobenzene; X-ray crystal structure of (E)-3,6-dihydroxy-2-methyl-1,4-benzoquinone 4-methoxyimine N-oxide

Abstract

Treatment of 1,3,6-trihydroxy-2-methyl-4-nitrobenzene (protonated 1) with diazomethane produces not only the expected 1-methoxy derivative but also a substantial amount of an isomer with the novel structure (E)-3,6-dihydroxy-2-methyl-1,4-benzoquinone 4-methoxyimine N-oxide (3); the structure of (3) is confirmed by X-ray analysis.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1977, 471-472

Unconventional reaction of diazomethane with 1,3,6-trihydroxy-2-methyl-4-nitrobenzene; X-ray crystal structure of (E)-3,6-dihydroxy-2-methyl-1,4-benzoquinone 4-methoxyimine N-oxide

P. G. Jones, O. Kennard, G. M. Sheldrick, R. A. Raphael and P. Ravenscroft, J. Chem. Soc., Chem. Commun., 1977, 471 DOI: 10.1039/C39770000471

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