Ammonia → HCID 21404768, compound

Participants

Reaction Steps

11 Parts of 8-hydroxy-3-methoxy-5,6,7,8-tetrahydro-2-azanaphthalene-7-acetate described in Example 25 is added to 110 parts by volume of sulfuric acid at room temperature and stirred for 15 minutes. 200 Parts of ice water are added and the solution is made basic with 300 parts by volume of aqueous ammonia. The solution is filtered through celite and then extracted three times with chloroform. Removal of the chloroform and crystallization from methanol provides 3-methoxy-7,8-dihydro-2-azanaphthalene-7-acetic acid, melting at 151°-152° C. This compound is also an active anti-inflammatory agent, as is the alkylated derivative, 3-methoxy-7,8-dihydro-2-azanaphthalene-7-α-methylacetic acid.

Provenance & Evidence