Hydrochloric Acid → HCID 135509426, compound

Participants

Reaction Conditions

Reaction Steps

Bis(phenylazo)resorcinol isomers were prepared according to a procedure similar to that described in Helvetica Chimica Acta, pp. 1816-1823 (1958). In a 2 liter flask, 37.2 g of aniline was added to 120 ml of water, and to this solution was added 100 ml of concentrated HCl and the solution was cooled to 5° C. 58.58 g of isoamyl nitrite was then added slowly. In a second 3 liter flask, 160 g of sodium acetate was added to a stirred solution of 44.4 g of resorcinol in 440 ml of water and dissolved. Then, the above diazonium solution was added in a thin stream to the resorcinol solution with vigorous stirring. Stirring continued for 2 hours, and an orange-red product precipitated out. Since reaction above occurs in acid solution, the predominant amount of the isomer in the orange red product is the 2,4-bis(phenylazo) resorcinol isomer (see FIG. 1 in Helvetica Chimica Acta identified above.

Provenance & Evidence