Process for the preparation of ortho-amides
AssigneeBayer Aktiengesellschaft
InventorsHeinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
Life of this patent
Estimating the term…
Abstract
Ortho-amides of the formula ##STR1## can be prepared by reacting salts of the formula ##STR2## with alcoholates of the formula M.sup.1 OR.sup.1 (III) where the radicals R.sup.1 to R.sup.4, M.sup.1 and X.sup..crclbar. have the meaning given in the description. The alcoholates are employed in highly active form with an effective content of 98-100% M.sup.1 OR.sup.1.
Claims11
A process for the preparation of an ortho-amide of the formula ##STR11## in which R.sup.1 denotes straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.3 -C.sub.8 -alkoxyalkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.2 -C.sub.8 -alkylene-OM.sup.1 or C.sub.7 -C.sub.10 -aralkyl,
- R.sup.2 and R.sup.3, independently of one another, represent straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.3 -C.sub.8 -alkoxyalkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.6 -C.sub.12 -aryl, C.sub.7 -C.sub.10 -aralkyl, or a 5- to 8-membered saturated or unsaturated heterocyclic ring containing 1 or 2 hetero atoms selected from the group consisting of N, O and S, or R.sup.2 and R.sup.3, together with the N atom which they substitute, form a 5- to 8-membered ring which can contain a further hetero atom selected from the group consisting of N, O and S, and
- R.sup.4 represents --OR.sup.5 or --N(R.sup.5,R.sup.6) in which R.sup.5 and R.sup.6, independently of one another and independently of R.sup.2 and R.sup.3, have the range of meanings mentioned in the case of R.sup.2 and R.sup.3,
- which comprises maintaining an alcohol solution of an alcoholate of the formula
- M.sup.1 OR.sup.1
- in which
- M.sup.1 is an equivalent of an alkali metal cation or alkaline earth metal cation,
- at a temperature of 120.degree. to 200.degree. C. in a high boiling non-solvent selected from the group consisting of a hydrocarbon, a halogenated, nitro, or cyano hydrocarbon, an ether and a silicon oil, distilling off the entire alcohol and alcohol of crystallization, thereby to place the alcoholate in highly active form, and reacting such highly active alcoholate with a salt of the formula ##STR12## in which X.sup..crclbar. is a C.sub.1 -C.sub.8 -alkylsulphate, C.sub.6 -C.sub.12 -arylsulphonate, tetrafluoroboranate, C.sub.6 -C.sub.12 -arylsulphate, chloride, bromide, iodide, hexafluorophosphate, C.sub.1 -C.sub.8 -alkylsulphonate, C.sub.1 -C.sub.8 -halogenoalkylsulphonate, C.sub.1 -C.sub.8 -halogenoalkylsulphate, perchlorate or hexachloroantimonate anion.
Dependencies are inferred from the claim text.