Hydrochloric Acid → HCID 178419882, compound

Participants

Reaction Steps

10 Parts of 4-amino-β-[2'-4"-cyanophenyloso)triazolyl]-styrene are mixed with 30 parts of 2-methoxyethanol and 11 parts of dimethyl formamide with cooling to 5°, then 15 parts of 35% hydrochloric acid, 40 parts of water, 30 parts of ice and a solution of 3 parts of sodium nitrite in 10 parts of water are added consecutively. The suspension is stirred at 5° until diazotization is complete, then the small excess of nitrous acid is decomposed with urea. A solution of 5 parts of 2-aminonaphthalene in 50 parts of pyridine is added to the well stirred suspension of the diazonium salt. The product is 15 parts of a red-brown compound, melting point in the crude state 150°-160°. The compound is suspended in 50 parts of pyridine along with 7.5 parts of crystallized copper acetate, the suspension raised to 105° and held at this temperature for 2 hours with the introduction of a powerful air stream. 10 Parts of a yellow naphthotriazole compound are obtained, which after recrystallization from 600 parts of chlorobenzene melts at 292°-294°. This compound has the formula Id, ##STR16## Its absorption maximum in chloroform is at 370 nm and in chlorobenzene solution it exhibits pronounced redviolet fluorescence (Fem 427 nm).

Provenance & Evidence