Riesz, E. published the artcileSome new benzothiazole derivatives and comparison dyeing with such compounds, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Textilveredlung (1991), 26(12), 403-5, database is CAplus.
The yellow dye primuline, prepared by heating p-toluidine with S, was separated into 3 bases, having the structure I (x = 0, 1, or 2), which were then converted into the corresponding Na sulfonate salts and used to dye viscose and cotton fabrics. For the I (x = 0) Na sulfonate, the fibers remained practically undyed, displaying only a light yellow tinge; with the sulfonates of I (x = 2) and I (x = 3) yellow and deep yellow dyeings were produced, resp. To evaluate the shade-deepening and affinity effects of the benzothiazole (II) groups, the 3 Na sulfonates were diazotized and coupled with β-naphthol on the fibers. Most of the dye was taken up by the fibers because of an increase in affinity, but a certain contribution by the shade-deepening effect of the II groups could not be excluded. Reaction of the 3 sulfonates with p-dimethylaminobenzaldehyde produced dyes containing a weaker chromophore, i.e., azomethine, than the azo group. These compounds dyed cellulosic fibers widely different shades of yellow and orange and, as free bases, gave basic dyes which dyed fibers from an HOAc solution without pretreatment. Conversion of the amino groups of the 3 bases into SH groups yielded the 1st purely synthetic S dyes for dyeing cellulosic fibers yellow shades.
Textilveredlung published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica