2012
DOI: 10.1016/j.molstruc.2012.05.021
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Synthesis and tautomeric structures of some novel thiophene-based bis-heterocyclic monoazo dyes

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Cited by 22 publications
(13 citation statements)
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“…Thus, the solvent-free reaction of (1) with benzaldehyde in the presence of sodium acetate at 155-160°C afforded the corresponding Schiff's base (18). Cyclization of the latter with thioglycolic acid in dry pyridine under reflux led to the formation of the corresponding thiazolidin-4-one derivative (19), on the basis of its spectral data. On the other hand, when a solution of 2-aminothiophene-3-carboxylate (1) in dry dioxane containing a catalytic amount of triethylamine was treated with chloroacetyl chloride at room temperature, the color of the reaction mixture quickly turned red.…”
Section: Resultsmentioning
confidence: 99%
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“…Thus, the solvent-free reaction of (1) with benzaldehyde in the presence of sodium acetate at 155-160°C afforded the corresponding Schiff's base (18). Cyclization of the latter with thioglycolic acid in dry pyridine under reflux led to the formation of the corresponding thiazolidin-4-one derivative (19), on the basis of its spectral data. On the other hand, when a solution of 2-aminothiophene-3-carboxylate (1) in dry dioxane containing a catalytic amount of triethylamine was treated with chloroacetyl chloride at room temperature, the color of the reaction mixture quickly turned red.…”
Section: Resultsmentioning
confidence: 99%
“…The synthetic strategies adopted for the preparation of the desired compounds are illustrated in Schemes . The starting material, ethyl 2‐amino‐4‐methyl‐5‐(phenylcarbamoyl) thiophene‐3‐carboxylate ( 1 ) was easily accessible via the Gewald's reaction between acetoacetanilide, elemental sulfur, and ethyl cyanoacetate in the presence of morpholine according to the method prescribed in literatures (Scheme ).…”
Section: Resultsmentioning
confidence: 99%
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“…In our previous studies, the synthesis of certain azo dye molecules and their spectroscopic, tautomeric, electrochemical and optical properties was investigated 10,21,31‐33 . In the current study, we report the synthesis of and investigations concerning five new disazo compounds derived from 3‐amino‐5‐hydroxy‐1 H ‐pyrazole; and herein we also present some of their spectroscopic features and the results of corresponding ab initio computations in detail.…”
Section: Introductionmentioning
confidence: 94%
“…The analytical and spectral data were the basis of structure elucidation of 8a,b and 10a,b (Scheme 2). Thus, the 1 H NMR spectrum of compound 8a showed beside the expected signals, a singlet at Next, we studied the possibility of the reaction of compound 6 (E/Z) with elemental sulfur as a trial of Gewald's thiophene synthesis [26][27][28]. Thus, the reaction of compound 6 with elemental sulfur and a catalytic amount of triethylamine gave the thiophene 11 in an excellent yield.…”
Section: -Cyanoacetamido-4-(3b-hydroxy-androstan-5-ene-20-ylidene)-3mentioning
confidence: 99%