Polyethylene glycol (PEG-400) promoted one-pot, five-component synthesis of (E)-ethyl2-(2-((E)-2-(1-(4-methyl-2-(phenylamino)thiazol-5yl)ethylidene)hydrazinyl)-4-oxothiazol-5(4H)-ylidene)acetates

Mol Divers. 2020 May;24(2):413-421. doi: 10.1007/s11030-019-09962-3. Epub 2019 May 23.

Abstract

A facile, inexpensive and eco-friendly synthesis of functionalised (E)-ethyl2-(2-((E)-2-(1-(4-methyl-2-(phenylamino)thiazol-5yl)ethylidene)hydrazinyl)14-oxothiazol-5(4H)-ylidene)acetates has been developed via one-pot five-component approach. The title compounds were synthesized by the reaction of anilines, 3-chloropentane-2,4-dione, ammoniumthiocyanate, thiosemicarbazide and dialkylacetylene dicarboxylate using polyethylene glycol as green and recyclable solvent. The domino reaction proceeded smoothly in good-to-excellent yields.

Keywords: 3-Chloroacetylacetone; Ammoniumthiocyanate; Anilines; Dialkylacetylene dicarboxylates; PEG-400.

MeSH terms

  • Acetates / chemical synthesis*
  • Aniline Compounds / chemistry
  • Carboxylic Acids / chemistry
  • Green Chemistry Technology
  • Pentanes / chemistry
  • Polyethylene Glycols / chemistry*
  • Semicarbazides / chemistry
  • Solvents / chemistry*
  • Thiocyanates / chemistry

Substances

  • 3-chloropentane-2,4-dione
  • Acetates
  • Aniline Compounds
  • Carboxylic Acids
  • Pentanes
  • Semicarbazides
  • Solvents
  • Thiocyanates
  • Polyethylene Glycols
  • thiosemicarbazide
  • thiocyanic acid
  • polyethylene glycol 400