
Thioindigo is an organosulfur compound that is used to dye polyester fabric. A synthetic dye, thioindigo is related to the plant-derived dye indigo, replacing two NH groups with two sulfur atoms. Thioindigo is generated by the alkylation of the sulfur in thiosalicylic acid with chloroacetic acid. The resulting thioether cyclizes to 2-hydroxythiana...
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http://en.wikipedia.org/wiki/Thioindigo

(from the article `dye`) The sodamide process (1901) for Indigo, C.I. Vat Blue I, 73000, begins with aniline, which, by reaction with formaldehyde and sodium cyanide, yields ...
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http://www.britannica.com/eb/a-z/t/39
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