Process for the preparation of 3,3-diaryl acrylic acid amides
AssigneeAmerican Cyanamid Company
InventorsJurgen Curtze, Bodo Haertel
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Abstract
The invention provides a process for the preparation of 3,3-diaryl acrylic acid amides of the general formula ##STR1## in which A, B and Q are as defined in the specification, by condensing a compound of formula ##STR2## with a compound of formula CH.sub.3 --CO--Q (III) in which Q has the meaning given above, in a solvent in the presence of an alkali metal hydroxide, characterised in that the solvent is selected from alkanes, cycloalkanes or mixtures thereof.
Claims9
A process for the preparation of a compound of the general formula I ##STR8## in which A represents ##STR9## B represents ##STR10## and Q represents ##STR11## where R.sub.1 represents a C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino, mono- or di-(C.sub.1-4 alkyl)amino, C.sub.2-4 alkenyl, C.sub.3-4 alkynyl, C.sub.3-4 alkenyloxy, C.sub.3-4 alkynyloxy or C.sub.3-6 cycloalkyl group;
- R.sub.2 represents a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group or a halogen atom;
- R.sub.3 represents a hydrogen or halogen atom;
- R.sub.4 represents a hydrogen or halogen atom or a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group;
- R.sub.5 represents a hydrogen atom, a phenyl group optionally substituted by one or more substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, phenyl and phenoxy moieties, a C.sub.1-12 alkyl group optionally substituted by one or more halogen atoms, a C.sub.3-7 cycloalkyl group, a C.sub.2-6 alkenyl or a C.sub.2-6 alkynyl group each optionally substituted by a phenyl group, or a naphthyl or C.sub.5-8 cycloalkenyl group;
- --X--Y-- represents a single bond or a --O--, --S(O).sub.p --, --N.dbd.N--, --CHR.sub.10 --O--, --O--CHR.sub.10 --, --CHR.sub.10 --S(O).sub.p --, --S(O).sub.p --CHR.sub.10 --, --C.sub.n H.sub.2n --, --HC.dbd.CH-- or --C.ident.C-- moiety, in which moieties p represents 0, 1 or 2 and n represents an integer from 1 to 10;
- R.sub.6 represents a C.sub.1-4 alkyl, C.sub.3-7 cycloalkyl, benzyl, C.sub.3-4 alkenyl or C.sub.3-4 alkynyl group;
- R.sub.7 represents a C.sub.1-4 alkyl group;
- R.sub.8 represents a hydrogen atom or a C.sub.1-4 alkyl or C.sub.1-4 alkoxy group;
- and
- R.sub.9 and R.sub.10 independently represent a hydrogen atom or a C.sub.1-4 alkyl group.
- by condensing a compound of the general formula II ##STR12## in which A and B have the meanings given above, with a compound of the general formula III
- CH.sub.3 --CO--Q III
- in which Q has the meaning given above, in a solvent in the presence of an alkali metal hydroxide, characterised in that the solvent is selected from alkanes, cycloalkanes or mixtures thereof.
Dependencies are inferred from the claim text.