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Orthanilic acid from the reaction of o-nitrobenzenesulfinic acid with sodium iodide

✍ Scribed by A. Wagenaar; Jan B.F.N. Engberts

Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
109 KB
Volume
14
Category
Article
ISSN
0040-4039

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✦ Synopsis

We wish to report a novel redox reaction in which o_nitrobenzenesulfinic acid (1) is transformed into orthanilic acid (2). Thus, reaction of 1 with six equivalents of sodium iodide in ethanol at 70' for 17 hours afforded' 2_ (4%) as the major product while the other products identified were g-iodonitrobenzene (2, 37's), the disulfide 2 (2$) and iodine. For complete conversion of 1 approximately two equivalents of sodium iodide were necessary.

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