<span style="font-size:11.0pt;line-height:115%; font-family:"Calibri","sans-serif";mso-ascii-theme-font:minor-latin;mso-fareast-font-family: "Times New Roman";mso-fareast-theme-font:minor-fareast;mso-hansi-theme-font: minor-latin;mso-bidi-font-family:Calibri;mso-bidi-theme-font:minor-latin; mso-ansi-language:EN-US;mso-fareast-language:EN-US;mso-bidi-language:AR-SA">Synthesis of 2-methyl-6-(aryl/hetaryl-azo)thiazolo[4,5- <i>b</i>]quinoxalines and 7-( aryl-/hetaryl-azo)[ 1,4 ]dioxino[ 2,3-<i>b</i>]quinoxalines and their dyeing performance on polyester fibres</span>

Abstract

<span style="font-size:11.0pt;line-height:115%; font-family:" calibri","sans-serif";mso-ascii-theme-font:minor-latin;mso-fareast-font-family:="" "times="" new="" roman";mso-fareast-theme-font:minor-fareast;mso-hansi-theme-font:="" minor-latin;mso-bidi-font-family:calibri;mso-bidi-theme-font:minor-latin;="" mso-ansi-language:en-us;mso-fareast-language:en-us;mso-bidi-language:ar-sa"="">6-Amino-2 -methylthiazolo[4,5-<i>b</i> ]quinoxaline (<b>lVa</b>) and 7- amino[1 ,4] dioxino[2,3-<i>b</i>] quinoxaline (<b>lVb</b>), obtained by the cyclocondensation of 2,3-dichloro-6-nitroquinoxaline (<b>I</b>) with thioacetamide (<b>IIa</b>) and 1,2-ethanediol (<b>IIb</b>) respectively and subsequent reduction of resulting nitroderivatives (<b>III</b>), were diazotized and coupled with suitable hydroxy heterocyclic couplers (<b>VIa-d</b>) and N,N-dialkyl substituted arylamines (<b>VIe-g</b>) to give 2-methyl-6-(aryl-/hetaryl-azo)thiazolo[4,5-<i>b</i>]quinoxalines (<b>VIIa-g</b>) and 7-(aryl-/hetaryl-azo) [1,4]dioxino[2,3-<i>b</i>]quinoxalines (<b>VIIIa-g</b>) respectively. The compounds <b>VIIa-g</b> and <b>VIIIa-g</b> when applied on polyester fibres as disperse dyes gave yellow to red violet shades with good pick-up, moderate to very good light fastness and good to excellent sublimation fastness.</span>