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Synthesis of New Xanthene Derivatives with Expected Antischistosomal Activity
Author(s) -
Zeid Ibrahim,
ElKousy Salah,
ElTorgoman Abdel Moneim,
Ismail Abdel Hamid
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870210
Subject(s) - chemistry , xanthene , phthalimide , succinimide , diazomethane , hydrolysis , derivative (finance) , pyrrolidine , medicinal chemistry , organic chemistry , combinatorial chemistry , financial economics , economics
N ‐(9 H ‐Xanthen‐9‐yl)succinimide ( 1 ) is prepared by the reaction of xanthene with N ‐bromosuccinimide. Hydrolysis of 1 with 5% NaOH yields 3‐[(9 H ‐xanthen‐9‐yl)aminocarbonyl]propionic acid ( 3a ). The corresponding methyl ester 3c is obtained from 3a by the action of diazomethane. The butanol derivative 4a can be obtained by reduction of 3a or 3c with LiAlH 4 . Treatment of 1 with LiAlH 4 yields the pyrrolidine derivative 5 . N ‐(9 H ‐Xanthen‐9‐yl)phthalimide ( 2 ) undergoes similar reactions like its analogue 1 .