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Synthesis of 3,5-Dichlorosalicylic Acid Anilides Containing a Carboxymethoxyl Group in Aniline Fragment

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Abstract

Salicylanilides containing carboxymethoxyl group in aniline fragment were synthesized by the reaction of (aminodichlorophenoxy)acetic acids with 2-hydroxy-3,5-dichlorobenzoyl chloride in acetonitrile. The yield of the target compounds depends on the structure of the acylated amine and the sequence of addition of the amine, acid chloride, and a proton acceptor. The preparation procedures some intermediates necessary for the synthesis, in particular 2,6-dichloro-4-nitrophenoxyacetic acid methyl ester, was improved.

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Funding

The work was carried out at the expense of the budget of the St. Petersburg State University of Chemistry and Pharmacy. No additional grants have been received to conduct or direct this study.

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Authors and Affiliations

  1. St. Petersburg State Chemical and Pharmaceutical University, 197376, St. Petersburg, Russia

    V. G. Dudarev, M. I. Vasendin, A. V. Moskvin, D. S. Lisovsky, N. V. Kolotilova & B. Y. Lalaev

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  1. V. G. Dudarev
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  2. M. I. Vasendin
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  3. A. V. Moskvin
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  4. D. S. Lisovsky
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  5. N. V. Kolotilova
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  6. B. Y. Lalaev
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Correspondence to V. G. Dudarev.

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Dudarev, V.G., Vasendin, M.I., Moskvin, A.V. et al. Synthesis of 3,5-Dichlorosalicylic Acid Anilides Containing a Carboxymethoxyl Group in Aniline Fragment. Russ J Gen Chem 93, 3034–3042 (2023). https://doi.org/10.1134/S1070363223120022

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