Ammonia → HCID 178464433, compound

Participants

Reaction Steps

A solution of 0.200 mole of p-(N-ethyl-N-2-hydroxyethylamino)benzenediazonium chloride (made as in the following procedure: To a stirred solution of 0.200 g. mole of N-ethyl-N-2-hydroxyethyl-p-phenylenediamine bisulfate, 0.80 g. mole of concentrated hydrochloric acid and 400 ml. of distilled water was added dropwise with stirring at 0°-10° C. a solution of 0.20 g. mole of sodium nitrite in water.) was added dropwise with stirring at 0°-5° C. to a solution of 15.9 g. (0.0994 mole) of 2,3-naphthalenediol, 400 ml. of pyridine and 150 ml. of aqueous 28% ammonia. The mixture was stirred for 11/2 hr. after completion of the addition. The solid was collected, washed with methanol and then water, and dried in vacuum at 45° C. to give 42.3 g. of green product, m.p. 240° C. Recrystallization from 400 ml. of pyridine gave 33.2 g. (61.6%) of green crystals, m.p. 247° C. (dec.),

Provenance & Evidence