Stauffer Chemical Company

Ici Americas, Inc.

Pamela D Milano

Donald R James

James B Heather

As new compounds, acylaminoaryloxy and arylthio pyrimidines having the formula ##STR1## wherein A is oxygen or sulfur; M is CH or N; X is hydrogen, lower alkyl, halo, methoxy, alkoxy, C.sub.1 -C.sub.3 alkylthio, cyano, carbomethoxy or trifluoromethyl; ##STR2## wherein R' is C.sub.1 -C.sub.8 straight, branched-chain or halo-alkyl, aryl; and R is hydrogen, C.sub.1 -C.sub.8 straight or branched chain alkyl, C.sub.5 or C.sub.6 cycloalkyl or aryl.

Acylaminoaryloxy and arylthio pyrimidines as herbicides

An acylated 1,3-dicarbonyl compound is produced by rearrangement of the corresponding enol ester in the presence of a cyanide source. In one embodiment the cyanide source is employed with a molar excess of a moderate base, with respect to the enol ester. In another embodiment, the cyanide source is a stoichiometric amount, with respect to the enol ester, of potassium or lithium cyanide and a catalytic amount of a crown ether is used.

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Concord, CA, United States of America

Pamela D Milano