Method for producing bisbenzoxazoles
AssigneeClariant Finance (BVI) Limited
InventorsMatthias Krull, Alexander Lerch, Roman Morschhaeuser, Norbert Beye, Hanspeter Gethoeffer, Helmut Ritter, Sarah Schmitz
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Abstract
The invention relates to a method for producing bisbenzoxazoles that are interconnected by means of a system of conjugated double bonds, according to which o-aminophenols are reacted with dicarboxylic acids, the carboxyl groups of which are interconnected via a double bond or a system of conjugated double bonds, to form an ammonium salt, said ammonium salt being converted in the presence of dehydrogenating catalysts and solvents with a low dielectric loss into benzoxazol by means of microwave radiation.
Claims16
A process for preparing a bisbenzoxazole bonded to one another via a system of conjugated double bonds, of the formula
- wherein
- R1, R2, R3 and R4 are each independently selected from the group consisting of hydrogen, halogen, hydroxyl, nitro, amino, sulfonic acid, carboxyl, carboxamide acylamino, C1-C12-alkyl, C2-C12-alkenyl, C1-C12-alkoxy, phenoxy, C7-C12-alkylaryl, C1-C12-alkylsulfonyl, arylsulfonyl, C1-C12-carboxyalkyl, C1-C12-carboxamidoalkyl and sulfonic ester, where the alkyl and aryl radicals mentioned may be substituted by functional groups, and in which two adjacent radicals may form an optionally substituted, fused-on cycloaliphatic hydrocarbon ring or a mono- or polycyclic aromatic hydrocarbon ring, and
- Z is —CH═CH— or a hydrocarbon radical whose ends are bonded via a system composed of conjugated double bonds, comprising the steps of reacting at least one o-aminophenol with at least one dicarboxylic acid whose carboxyl groups are bonded to one another via a double bond or via a system of conjugated double bonds to give an ammonium salt and subsequently converting this ammonium salt in the presence of at least one dehydrating catalyst and at least one solvent with low dielectric loss while irradiating with microwaves to give the bisbenzoxazole.
Dependencies are inferred from the claim text.