4.1 Article

Reaction of arylidenehydrazono-4-aryl-2,3-dihydrothiazole-5-carbonitriles with diethyl acetylenedicarboxylate. Synthesis of (Z)-ethyl 2-[((Z)-2-(E)-arylidenehydrazono)-4-oxo-thiazolidine-5-ylidene]acetates. NMR investigation

Journal

JOURNAL OF SULFUR CHEMISTRY
Volume 35, Issue 4, Pages 382-393

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/17415993.2014.882337

Keywords

thiosemicarbazones; thiazolidine; diethyl acetylenedicarboxylate; new conversion; NMR

Funding

  1. National Science Foundation [CHE 03-42251]
  2. University of Al Jouf University - Kingdom of Saudi Arabia

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(Z)-Ethyl 2-[((Z)-2-(E)-arylidenehydrazono)-4-oxo-thiazolidine-5-ylidene]acetates were synthesized by three different methods: (a) reaction of arylidenehydrazono-4-aryl-2,3-dihydrothiazole-5-carbonitriles with diethyl acetylenedicarboxylate (DEAD) in acetic acid with prolonged reflux, (b) reaction between thiosemicarbazones, 2-arylidenemalononitriles and DEAD under conventional conditions or microwave irradiation, (c) one-pot three-component reaction of thiosemicarbazone derivatives, ylidene and DEAD. The thiazolinone adducts were obtained in good to excellent yields. NMR of the obtained products was investigated. [GRAPHICS] .

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