Sulfuric Acid → HCID 20349865, compound

Participants

Reaction Steps

Sodium nitrite (0.76 g.) is added portionwise to 5 ml. of conc. H2SO4. This solution is cooled in an ice bath and 10 ml. 1:5 acid is added, keeping the temperature below 15° C. This mixture is stirred at 0° to 5° C. and 2.07 g. of 2-amino-6-thiocyanatobenzothiazole is added, followed by 10 ml. of 1:5 acid. The diazotization is stirred at 0° to 5° C. for 2.0 hr. and is then added to a solution of 2.82 g. 2-methyl-5-methylsulfonamido-N-cyclohexylaniline in a mixture of 50 ml. 15% H2SO4 and 50 ml. of 1:5 acid. The coupling is buffered with solid ammonium acetate and allowed to react at about 5° C. for 2.0 hr. After drowning in water, the product is collected by filtration, washed with water, and dried in air. This azo compound, 4-(6-thiocyanato-2-benzothiazolylazo)-2-methyl-5-methylsulfonamido-N-cyclohexylaniline, gives fast red dyeings on polyester fibers.

Provenance & Evidence