Japan Red 226

Take o-toluidine as raw material, undergo vulcanization, alkaline hydrolysis, and then condense with chloroacetic acid, and obtain the product through diazotization, cyanidation, alkaline hydrolysis, cyclization, acidic hydrolysis and oxidation. After filtering, crushing and drying, the finished product is obtained. . Add 334kg of glacial acetic acid to the lead-lined reactor, then add o-toluidine hydrochloride equivalent to 237kg of o-toluidine and 1065kg of sulfur monochloride in batches, and then add 9kg of aluminum trichloride. Carefully raise the temperature to 30°C and keep it for 5h, then carefully raise the temperature to 63°C and keep it for 5h. The prepared thiosulfonium chloride was added to 12000L of water, filtered, washed with water, and prepared for the next reaction. The released hydrogen chloride should be recovered. Suspend the above product in ice water, and add 880L sodium hydroxide solution (27%) to the ice water, then add 220kg chloroacetic acid and 60kg sodium carbonate. If necessary, add chloroacetic acid until there are no yellow spots on the lead acetate test paper. The thioglycolic acid solution is obtained. The yield is about 80% based on o-toluidine. Take the above thioglycolic acid solution (which contains 366kg of thioglycolic acid), add 195kg of sodium nitrite, and add ice to cool the solution to 5°C. In another reactor, add ice water and hydrochloric acid, and add the above-mentioned thioglycolic acid-sodium nitrite solution to maintain the temperature at about 5°C to complete diazotization. Take the cuprous chloride solution equivalent to 115kg copper, 240kg sodium cyanide solution in 770L water and 665kg sodium bicarbonate to make cuprous sodium cyanide solution, add ice to cool to 8℃, and then pour the above diazonium liquid into it , Keep the temperature no more than 8 ℃, and often use R salt test (until no diazonium is detected). Add sodium hydroxide until the p-phenolphthalein is alkaline, remove copper and excess sodium cyanide from the reaction solution, then add sodium tetrasulfide (prepared from 430kg sodium sulfide crystals, 165kg sulfur, and then add 180kg 100% crystalline sodium sulfide), Until there is no remaining copper in the solution, and all excess sodium cyanide is transformed into thiocyanate form. Heat to 65°C, add 2.5t salt to make the salt reach 7% by volume, crystallize, cool and filter to obtain a mixture of copper sulfide and thionaphthenate, which is extremely unstable. Stir copper sulfide and thionaphthenate with 9000L of water, add sodium carbonate to make it alkaline, and add 2kg of activated carbon. Add 40000L of water to dissolve it and heat to 70°C. Filter into sulfuric acid at 80°C, use 13L 95% sulfuric acid per 1000L of filtrate, keep at 80°C for 4-6h, filter, and wash with water until acid-free to obtain 6-chloro-4-methylthioindanone. Based on thioglycolic acid, the yield is about 65%.

Mainly used for dyeing and printing of cotton fabrics, but also as a pigment for coloring plastics

Molecular Weight:393.3
XLogP3:6.1
Hydrogen Bond Acceptor Count:4
Exact Mass:391.9499273
Monoisotopic Mass:391.9499273
Topological Polar Surface Area:84.7
Heavy Atom Count:24
Complexity:568
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes