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Synthesis of the p ‐nitrophenyl ester of acridine‐2‐acetic acid
Author(s) -
Kauffman Joel M.,
Taraporewala Irach B.
Publication year - 1982
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570190664
Subject(s) - chemistry , acetic acid , acridine , yield (engineering) , substrate (aquarium) , acridine derivatives , organic chemistry , stereochemistry , oceanography , metallurgy , geology , materials science
The title compound, 8 , which is expected to serve as a fluorescent substrate for α‐chymotrypsin, was prepared by esterification of acridine‐2‐acetic acid, 4 , whose synthesis was achieved by two routes. One began with 4‐aminophenylacetic acid and proceeded through the acridanone‐2‐acetic acid, 3 , in 49% yield overall. The other began with 4‐aminoacetophenone and proceeded through 2‐acetylacridanone, 6 , in 3% yield overall.