ES421132A1 - Benzo-or naphtho-dipyran-di-n-tetrazolyl- -carboxamide derivative methods for their production and compositions containing them - Google Patents

Abstract

Procedure to produce a compound I, in which two chains of formula XX: **(See formula)** where each pair of R9 and R10 may be the same or different, and R9 and R10 are the same or different and are hydrogen, C1 to 6 alcohol, C2 to 6 alkenyl, phenyl, phenyl- (C1 to 6 alcohol), C2 to 6 alkanoyl or C2 to 6 carbonyl alkoxy, are respectively attached to two pairs of ortho positions of a benzene or naphthalene nucleus; or a pharmaceutically acceptable derivative thereof; comprising (a) producing a compound la in which two chains of formula XXa: **(See formula)** where R9 is as defined above, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus, removing an R11 group from a compound II in which two chains of formula, XXb: **(See formula)** where R9 is as defined above, and R11 represents a group that can be replaced by hydrogen, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus; (b) produce a compound Ib in which two chains of formula XXc: **(See formula)** where R10 is as defined above, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus, by (i) removing an R12 group from a compound VI in which two chains of formula XXd: **(See formula)** where R10 is as defined above and R12 represents a group that may be replaced by hydrogen, are attached to two pairs of ortho positions of a benzene or naphthalene nucleus, or (ii) cyclization of a compound VIII in which two chains of formula XXe: **(See formula)** where R10 is as defined above, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus; (c) produce a compound Ic in which two chains of formula XXy: **(See formula)** where R9y and R10y have the same meanings as the previous R9 and R10, except that it must be hydrogen when R10y is hydrogen, reacting a compound III in which two chains -COCH = C (COOH) -O- are linked to two pairs of ortho positions of a benzene or naphthalene nucleus, or an acid halide, an ester or a mixed anhydride, with a compound of formula IV: **(See formula)** where R9 and R10 are as defined above; (d) cyclizing a compound XII in which two pairs of -OH groups and: **(See formula)** where R9 and R10 are as defined above, and Y is a group -OH or a group -NL1L2, where L1 and L2 are the same or different, are each hydrogen, phenyl, lower alcohol, or together form a chain of 4- or 5-membered alcoholylene, saturated or unsaturated, are attached to two pairs of ortho positions of a benzene or naphthalene nucleus; or (e) selectively dehydrogenating a compound XIII in which two chains of formula XXf: **(See formula)** where R9 and R10 are as defined above, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus; or (f) produce a compound (to be called an If compound) in which two chains of formula XXh: **(See formula)** they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus, removing both R11 groups from a compound (to be called a compound XVII) in which two chains of formula XXi: **(See formula)** where R11 is as defined above, they are attached to two pairs of ortho positions of a benzene or naphthalene nucleus; and, if desired or necessary, converting compound I to a pharmaceutically acceptable derivative thereof, or vice versa. (Machine-translation by Google Translate, not legally binding)