ES399727A1 - Benzotriazepines processes for their preparation and compositions incorporating them - Google Patents

Abstract

Procedure for preparing compounds of general formula I: **(See formula)** where R represents a hydrogen atom, an alcohol radical containing from 1 to 6 carbon atoms, a cycloalkyl radical containing from 3 to 7 carbon atoms, an aralcohyl or aryl radical containing not more than 8 carbon atoms, and optionally substituted in the aromatic nucleus with one or more halogen atoms, with an alcohol or alkoxy radical; R'and R'', identical or different from each other, represent a hydrogen atom, a hydroxyl, nitro, lower alkoxy, trifluoromethyl group, or a carboxyl group esterified with an aliphatic alcohol containing 1 to 3 carbon atoms; A represents an oxygen atom, a sulfur atom, a group NX, X representing a hydrogen atom, an alcohol radical, aralcohyl or aryl; B represents the grouping **(See formula)** where Z represents a hydrogen atom, an alcohol radical containing from 1 to 5 carbon atoms, optionally substituted with a carbalkoxy, or a dialkohilamino radical or a -CO.R1 radical, where R1 represents a saturated or unsaturated alcohol radical that contains 1 to 5 carbon atoms, or a phenyl radical or an R2CO2H radical, where R2 represents an alcohol radical containing 1 to 5 carbon atoms, or B represents an alkoxy radical containing 1 to 5 carbon atoms, when A is different from O, or from S, or the grouping **(See formula)** where R4 and R5, identical or different from each other, represent an alcohol radical containing from 1 to 5 carbon atoms, or a lower aralkohyl radical, possibly substituted in the aromatic nucleus, or the group **(See formula)** where p represents an integer from 1 to 7, and R6 and R7, identical or different from each other, represent an alcoholic grouping containing from 1 to 5 carbon atoms, or an optionally substituted lower aralkohyl radical in the aromatic nucleus, or either the NH2 group, when A has a different meaning of oxygen, or a chain of atoms that together with substituent A form a heterocyclic nucleus of the imidazoline, thiazole or oxadiazole-1,2,4 family; said process characterized in that a compound of formula Z'H is reacted in the presence of an acid, where Z'represents a lower alkoxy radical having 1 to 5 carbon atoms, optionally substituted with an acyloxy derived from a mono organic acid or dicarboxylic containing from 1 to 5 carbon atoms, and whose carbon chain is saturated or unsaturated, in free or esterified form, with a compound of general formula II: **(See formula)** where R, R'and R''retain, here and hereafter, the meaning indicated above, to obtain a compound of general formula IV: **(See formula)** which is eventually reacted with a dialkoxylamine, to obtain an amidine of formula V: **(See formula)** where R, R'and R''retain their aforementioned meaning, and where R4 and R5, identical or different from each other, represent an alcohol radical containing from 1 to 5 carbon atoms or a lower aralkohyl, possibly substituted in the nucleus aromatic, or reacted with a dialkohilaminoalcohilénamina, to obtain an amidine of general formula VI: **(See formula)** where p represents an integer from 1 to 7, and R6 and R7, identical or different from each other, represent an alcohol radical containing from 1 to 5 carbon atoms, or a lower aralkohyl radical, possibly substituted in the aromatic nucleus, or either reacted with ethylenediamine, to obtain the cyclic amidine of general formula: (see formula) (Machine-translation by Google Translate, not legally binding)