Unusual nucleophilic substitution in the nitrophthalimide series |
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| Authors: | E. V. Kudrik M. A. Zharnikova E. A. Deryabkina G. P. Shaposhnikov |
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| Affiliation: | (1) Ivanovo State Academy of Chemistry and Technology, 7 prosp. Engelsa, 153460 Ivanovo |
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| Abstract: | The reactions of 3- and 4-nitrophthalimides with hydroxylamine in aqueous alcohol media were studied. A mixture of 3-amino-4-nitro- and 4-amino-5-nitrophthalimides is formed in the case of 4-nitrosubstituted derivative, whereas 3,6-dihydroxyphthalimide is unexpectedly found to be the main product of the reaction of 4-nitrosubstituted derivative. A possible mechanism of the transformation was suggested. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1250–1252, June, 1998. |
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| Keywords: | phthalimide hydroxylamine nucleophilic substitution 3,6-dihydroxy-phthalimide |
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