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


YILDIRIM A., Cetin M.

MONATSHEFTE FUR CHEMIE, vol.139, no.11, pp.1279-1283, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 139 Issue: 11
  • Publication Date: 2008
  • Doi Number: 10.1007/s00706-008-0933-1
  • Journal Name: MONATSHEFTE FUR CHEMIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1279-1283
  • Bursa Uludag University Affiliated: Yes

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.