FIELD: chemistry.
SUBSTANCE: invention relates to a method for synthesis of compounds of general formula IV. The method involves (1) reaction of a compound of formula I with a compound of formula II in basic conditions where the phenol hydroxy group is present in at least partially deprotonated form, and in an aprotic solvent to form a compound of formula III, (2) if necessary the group R7 is converted to a carboxy group, (3) if necessaty, the product obtained at step (1) or (2) is treated with an acid to form a compound of formula IV. n equals 1-8, m equals 1-4, R1 is selected from a group comprising C1-C6alkyl with a straight or branched chain, a carboxy-activating group and a peptide condensing reagent, each R2 can be independently selected from a group comprising -OH, NR3R4, halogen, C1-C4 alkyl, halogen (C1-C4) alkyl, C1-C4 alkoxy, C2-C4 alkenyl, each R5 and each R6 is independently selected from a group comprising hydrogen, -OH, NR3R4, halogen, C1-C4 alkyl, C1-C4 alkoxy, C2-C4 alkenyl, where each R5 and each R6 are optionally identical, R3 and R4 are each independently selected from a group comprising hydrogen, -OH, C1-C4 alkyl, halogen(C1-C4)alkyl, C1-C4 alkoxy, C2-C4 alkenyl, and R7 denotes a carboxylic acid or any group which can be converted to a carboxy group, for example an amide or nitrile.
EFFECT: invention enables to obtain N-substituted salicylamides which can be used in compositions for delivering active agents into an organism.
19 cl, 3 ex
Authors
Dates
2011-02-10—Published
2005-12-14—Filed