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Synthesis of corrosion preventive long-chain N-alkyl-2-(phenylthio)-acetohydrazides and 2-oxo-2-phenylethyl-2-alkanoylhydrazinecarbodithioates

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Abstract

Long-chain N-alkyl-2-(phenylthio)acetohydrazides were synthesized via the reactions of 2-(phenylthio)acetohydrazide with long-straight-chain aldehydes and then reduction with sodium borohydride. The reactions of long-straight-chain hydrazides with carbon disulfide in alkaline media give the corresponding carbodithioate salts. Heating of potassium 2-alkanoylhydrazinecarbodithioates with phenacyl bromide do not yield cyclization and failed to give the corresponding long-chain thiazolidine-2-thiones, but gave the corresponding 2-oxo-2-phenylethyl-2-alkanoylhydrazinecarbodithioates via nucleophilic substitution reaction. In addition, the synthesized compounds were tested for their corrosion prevention capabilities in acidic or in mineral oil media.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science and Arts, Uludağ University, Bursa, Turkey

    Ayhan Yıldırım & Mehmet Çetin

Authors
  1. Ayhan Yıldırım
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  2. Mehmet Çetin
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Correspondence to Ayhan Yıldırım.

Additional information

Correspondence: Ayhan Yıldırım, Department of Chemistry, Faculty of Science and Arts, Uludağ University, 16059 Bursa, Turkey.

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Yıldırım, A., Çetin, M. Synthesis of corrosion preventive long-chain N-alkyl-2-(phenylthio)-acetohydrazides and 2-oxo-2-phenylethyl-2-alkanoylhydrazinecarbodithioates. Monatsh Chem 139, 1279–1283 (2008). https://doi.org/10.1007/s00706-008-0933-1

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  • DOI: https://doi.org/10.1007/s00706-008-0933-1

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