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<p>An approach was developed for the preparation of <i>N</i>-<Emphasis Type="BoldItalic">s[(alkylthio)methyl]amino</Emphasis>-benzamides and <i>N</i>-{[(alkylthio)methyl]amino}benzamides, involving the preliminary <i>in situ</i> formation of new reagents, 2-, 3-, or 4-[(alkoxymethyl)amino]benzamides and 3- or 4-[bis(alkoxymethyl)amino]benzamides followed by their reaction with alkylthiols in the presence of rare-earth metal salts. A comparative analysis of the molecular and crystal structures and the stereoelectronic effects in single crystals of 2-{[(<i>tert</i>-butylthio)methyl]-amino}benzamide and 4-{[(pentylthio)methyl]amino}benzamide was performed.</p>

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Synthesis and structural features of N-{[(alkylsulfanyl)methyl]amino}benzamides

  • 期刊论文

  • 发表日期：

    2025年3月1日

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  • R. R. Khairullina,
  • E. S. Meshcheryakova,
  • T. V. Tyumkina

摘要

An approach was developed for the preparation of N-s[(alkylthio)methyl]amino-benzamides and N-{[(alkylthio)methyl]amino}benzamides, involving the preliminary in situ formation of new reagents, 2-, 3-, or 4-[(alkoxymethyl)amino]benzamides and 3- or 4-[bis(alkoxymethyl)amino]benzamides followed by their reaction with alkylthiols in the presence of rare-earth metal salts. A comparative analysis of the molecular and crystal structures and the stereoelectronic effects in single crystals of 2-{[(tert-butylthio)methyl]-amino}benzamide and 4-{[(pentylthio)methyl]amino}benzamide was performed.