ES300850A1 - Procedure for obtaining indolylic anhydride. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Process for obtaining indolyl anhydrides, and especially a compound of formula ** (See formula) ** where R1 is an aromatic radical of less than three welded rings, in which any of the heterocyclic atoms may be nitrogen, sulfur or oxygen, and at any radical the substitutes may be halogen, levyalkyl, levyalkylthio, levialkoxyl, trifluoromethyl, phenoxy, levialkylphenoxy , levialcoxifenoxi, halogenofenoxi, trifluoroacetyl, difluoroacetyl, monofluoroacetilo, dilevialquilsulfamilo, levialcanoilo, dilevialquilcarboxamido, cyano, carbolevialcoxilo, trifluoromethylthio, levialquilsulfinilo, levialquilsulfonilo, benzylthio, levialquilbenciltio, levialcoxibenciltio, halogenobenciltio, mercapto, nitro, amino, di (levialquil) amino, levialquilamino, levialcanoilamino , hydroxyl, levyalkanoyloxy, trifluoroacetoxy, difluoroacetoxy, monofluoroacetoxy, benzyloxy, levialkylbenzyloxy, levialkoxybenzyloxy and halogenobenzyloxy; R2 is selected from hydrogen, levyalkenyl and levyalkyl; R3 is selected from the group consisting of hydrogen, levyalkyl, alkenyl; and, together with R'3, forms alkylidene or cyclopropyl; R'3 is hydrogen, and, together with R3, forms alkylidene or cyclopropyl; R4 is selected from levyalkyl, levialkoxy, fluorine and trifluoromethyl; R5 is selected from the group consisting of hydrogen, hydroxy, levialquilo, levialcoxyl, nitro, amino, levialquilamino, di (levialquil) amino, levialcanoilamino, levialcanoylo, levialquilamino, bis (hydroxylevialquil) amino, 1-pyrrolidino, 4-methyl-1-pipericinyl , 4-morfolinilo, Ciano, aminolevialquilo, dilevialquilamino, levialquilo, trifluorometilo, halo, di (levialquil) sulfamilo, benciltio, levialquilbenciltio, levialcoxibenciltio, halogenobenciltio, benciloxi, levialquilbenciloxi, levialcoxibenciloxi, halogenobenciloxi, levialqueniloxi, levialquenilo, 1-azaciclopropilo, ciclopropil (levialcoxi ) -methyl-oxy-cyclobutyl (levialcoxy) methyloxy; y M is taken from the group consisting of OH, NH2, benzyloxy, levialkoxy or OZ, where Z is a cation; which comprises: 1, bringing into intimate contact, in an inert solvent, a compound R1COX, wherein R1 has the above meaning, and X is a halogen, or a compound R1COOPh, where Ph is the residue of a phenol, with the salt alkalimetal N of a compound of formula ** (See formula) ** and isolating the 1-acylindole-compound thus produced; 2, if desired, when M is a t-alkoxy, heating said compound to convert M to hydroxyl by evolution of an alkene; 3. If desired, when M is benzyloxy, stir a solution of said ester in an inert solvent with a catalytic amount of palladium, under a hydrogen atmosphere; or 4th, if desired, when M is NH 2, stir the said amide in an inert solvent with a stoichiometric amount of nitrous acid. (Machine-translation by Google Translate, not legally binding)