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Molecules 2015, 20(12), 21982-21991; doi:10.3390/molecules201219820

Eco-Friendly Synthesis of Some Thiosemicarbazones and Their Applications as Intermediates for 5-Arylazothiazole Disperse Dyes

1
Textile Research Division, National Research Center, Dokki 12622, Egypt
2
Department of Chemistry, Faculty of Science, Taif University, P. O. Box 888, Taif 21974, Saudi Arabia
3
Department of Chemical Engineering, Higher Institute for Engineering and Technology, Central Zone, 4th District, New Damietta, Damietta, Egypt
*
Author to whom correspondence should be addressed.
Academic Editor: Philippe Belmont
Received: 13 November 2015 / Revised: 30 November 2015 / Accepted: 3 December 2015 / Published: 9 December 2015
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [1088 KB, uploaded 9 December 2015]   |  

Abstract

The solid-solid reactions of thiosemicarbazide with 4-formylantipyrine, 2-acetylpyrrole and camphor were performed to afford the thiosemicarbazones 13 which underwent hetero-cyclization with phenacyl bromide to furnish the corresponding thiazole derivatives 46. The yields of the reactions are quantitative in all cases and the products do not require further purification. A series of 5-arylazo-2-(substituted ylidene-hydrazinyl)-thiazole dyes 79 was then prepared by diazo coupling of thiazole derivatives 46 with several diazonium chlorides. The synthesized dyes were applied as disperse dyes for dyeing polyester fabric. The dyed fabrics exhibit good washing, perspiration, sublimation and light fastness properties, with little variation in their moderate to good rubbing fastness. View Full-Text
Keywords: solid-solid reactions; thiosemicarbazones; phenacyl bromide; 5-arylazothiazoles; disperse dyes; fastness properties. solid-solid reactions; thiosemicarbazones; phenacyl bromide; 5-arylazothiazoles; disperse dyes; fastness properties.
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Gaffer, H.E.; Khalifa, M.E. Eco-Friendly Synthesis of Some Thiosemicarbazones and Their Applications as Intermediates for 5-Arylazothiazole Disperse Dyes. Molecules 2015, 20, 21982-21991.

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