ES400880A1 - Phthalimidine derivatives - Google Patents

Abstract

Procedure for obtaining phthalimidine derivatives, of formula Ia, ** (See formula) ** where R1 signifies hydrogen, C1-C4-alkoxy, fluorine, chlorine or trifluoromethyl, R2 signifies hydrogen, C1-C4-alkoxy, fluorine, chlorine, trifluoromethyl, nitro or amino, R3 signifies hydrogen, alkyl or alkoxy of 1 to 4 carbon atoms, fluoro, chloro, trifluoromethyl, nitro, amino, dialkylamino where each alkyl is independently 1 to 4 carbon atoms, or phenyl, R4 means hydrogen, alkyl or alkoxy of 1 to 4 carbon atoms, or trifluoromethyl, or R1, and R2, R2 and R3, or R3 and R4 together signify methylenedioxy, R5 signifies hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, allyl, benzyl, 2-hydroxyethyl, N- methyl-carbamoi loxyethyl or carbetoxymethyl, Q means ** (See formula) ** wherein each of R6 and R7 independently signifies methyl or ethyl, or together they form a -CH2- chain of 4 to 6 carbon atoms, and R8 signifies methyl, vinyl or allyl, OC (CH3) = R9 where R9 signifies alkyl 1 to 4 carbon atoms, provided that i) no more than two of the symbols R1 to R4 have a meaning other than hydrogen, ii) when one of the symbols R1 and R3 is halogen, the other symbol does not is halogen, iii) only one of the symbols R1 and R3, or R2 and R4 is alkoxy, iv) no two trifluoromethyl groups are found on adjacent carbon atoms, v) only one of the symbols and is nitro or amino, vi) when R1 to R5 are hydrogen then Q is not tert-butyl, characterized in that a compound of formula II is treated, ** (See formula) ** wherein R1 to R4 and Q have the meanings indicated above, with an inorganic acid halide, in an inert organic solvent, and the resulting adduct is reacted with an amine of formula R5NH2, wherein R5 has the above meaning, conveniently to a temperature of 0ºC to the reflux temperature. (Machine-translation by Google Translate, not legally binding)