Hydrochloric Acid → HCID 136399863, compound

Participants

Reaction Steps

15.6 g (50 mmol) of the compound obtained in Step 1.1 was dissolved in 160 mL of water and 18.3 g of a 32% hydrochloric acid solution, and the resulting mixture was diazotized with 4.2 g (60 mmol) of sodium nitrite in 25 mL of water with cooling in an ice bath while keeping the temperature from exceeding 5° C. The mixture was allowed to agitate for an additional hour after which excess nitrite was decomposed by addition of sulfaminic acid. The diazonium salt solution was then poured into a solution of 7.4 g (51 mmol) of 2-naphthol in 50 mL of isopropanol with agitation. The pH was adjusted to 9 to 10 by addition of saturated sodium carbonate solution which brought about coupling with formation of a thick dye slurry. Agitation was continued for an additional 30 minutes after which the mixture was suction-filtered. The crude product was then taken up in 300 mL of 60° C. water, neutralized with 2-normal hydrochloric acid, cooled and again suction-filtered. Drying gave 13 g (55% of the theoretical) of a red product.

Provenance & Evidence