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US 6,307,076 B1Granted
Process for preparing amido phenyl esters
AssigneeClariant GmbH
InventorsMichael Seebach, Peter Naumann, Uwe Bäumler
Life of this patent
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Abstract
Process for the preparation of amido phenyl esters by reacting an amido acid with an inorganic acid chloride in the melt and reacting the resulting amidocarboxylic acid halide with a phenol derivative in an organic solvent.
Claims12
A process for preparing amido phenyl esters of the formula I
- where
- A is a group of the formula —CONR2—or —NR2CO—,
- R1 is C1-C26-alkyl, C2-C26-alkenyl, C2-C26-alkynyl or C3-C8-cycloalkyl or an aryl or alkylaryl group each having from 6 to 14 carbon atoms,
- R2 is hydrogen or C1-C26-alkyl, C2-C26-alkenyl, C2-C26-alkynyl or C3-C8-cycloalkyl or an aryl or alkylaryl group each having from 6 to 14 carbon atoms,
- R3 and R4, which can be identical or different, are each hydrogen or C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkynyl or C3-C8-cycloalkyl,
- R5 is hydrogen, halogen or C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl or C1-C6-alkoxy, n is a number from 1 to 10, X is a group of the formulae SO3M, OSO3M, (CH2)mSO3M, (CH2)mOSO3M, CO2M and N(R6)3Y,
- where M is hydrogen or an alkali metal ion,
- R6 is an alkyl group having from 1 to 6 carbon atoms or a cycloalkyl group having from 3 to 8 carbon atoms,
- Y is a halogen atom and
- m is 1 or 2,
- which comprises adding an inorganic acid halide to a melt of the compound of the formula II
- freeing the resulting amidocarboxylic acid halide under reduced pressure from waste gases which remain, and reacting this amidocarboxylic acid halide in a second reaction step with a phenol derivative of the formula III
- suspended in a suitable organic solvent.
10 more elements
Dependencies are inferred from the claim text.