1998
DOI: 10.1002/jhet.5570350621
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Synthesis of 2‐styrylthiazolo[4,5‐b]quinoxaline based fluorescent dyes

Abstract: A novel efficient synthesis of 2‐styrylthiazolo[4,5‐b]quinoxaline based fluorescent dyes was achieved by the condensation of 2‐alkylthiazolo[4,5‐b]quinoxaline with selected 4‐N,N‐dialkylamino‐substituted aryl‐aldehydes or hetarylaldehydes in the presence of piperidine or acid anhydride. The coloristic, fluorophoric and dyeing properties of these dyes were studied.

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Cited by 16 publications
(5 citation statements)
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“…2-Naphthol (B.D.H., Poole, U.K.) and 2-[2-(4- N , N ,-diethylaminophenyl)ethenyl] thiazolo[4,5-b]quinoxaline (STQ) (gift of Prof. D. W. Rangnekar, see ref for structure and synthesis) were tested to be pure by TLC. 2-Octanol (Aldrich Chemicals, Milwaukee, WI) dichloromethane, methanol, and deionized water (for buffered solutions) were used as solvents in this study.…”
Section: Methodsmentioning
confidence: 99%
“…2-Naphthol (B.D.H., Poole, U.K.) and 2-[2-(4- N , N ,-diethylaminophenyl)ethenyl] thiazolo[4,5-b]quinoxaline (STQ) (gift of Prof. D. W. Rangnekar, see ref for structure and synthesis) were tested to be pure by TLC. 2-Octanol (Aldrich Chemicals, Milwaukee, WI) dichloromethane, methanol, and deionized water (for buffered solutions) were used as solvents in this study.…”
Section: Methodsmentioning
confidence: 99%
“…4) In general, the dichlorosubstitution on quinoxalinyl ring (of styryl dyes 9a-e and 11a-e) results in bathochromic shifts as compared with unsubstituted and monosubstituted styryl dyes [20,24].…”
Section: Synthesis Of Intermediatesmentioning
confidence: 98%
“…In earlier work from our laboratories, the versatility of quinoxalines has been demonstrated for the dyestuff area [16][17][18][19]. In addition, the thiazolo [4,5-b]quinoxaline [20] system was employed to develop new fluorescent dyes and their detailed photophysical properties are investigated [21]. The thiazolo- quinoxaline system has also been used as a tool/probe for photophysical investigation [22,23].…”
Section: Introductionmentioning
confidence: 99%
“…Various heterocyclic chromophores based on quinoxaline nucleus have been studied in our laboratory. Fluorescent compounds based on 2‐methylthiazolo[4,5‐ b ]quinoxaline [5, 6], 2‐methyl‐(1,3)‐dithiolium[4,5‐ b ]quinoxaline [7] have been reported. In this contribution, we want to report synthesis and application of some new 1,4‐diethyl‐1,2,3,4‐tetrahydroquinoxaline derivatives with different electron donating abilities.…”
Section: Introductionmentioning
confidence: 99%