2-(substituted phenyl)-6-amino-5-alkoxy, thioalkoxy and aminoalkyl-4-pyrimidinecarboxylates and their use as herbicides
View Patent ↗2-(Substituted phenyl)-6-amino-5-alkoxy, thioalkoxy and aminoalkyl-4-pyrimidinecarboxylic acid and its derivatives are potent herbicides demonstrating broad spectrum of weed control.
1. A compound of the formula XIV
wherein
Q represents an alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, alkylamino or haloalkylamino;
R represents alkyl;
Ar represents a phenyl group substituted with three substituents selected from halogen, nitro, cyano, formyl, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy, C 2 -C 4 alkoxyalkyl, C 2 -C 6 alkylcarbonyl, C 1 -C 6 alkythio, C 1 -C 6 alkylsulfinyl, C 1 -C 6 alkylsulfonyl, C 2 -C 4 alkenyloxy, C 2 -C 4 alkynloxy, C 2 -C 4 alkenylthio, C 2 -C 4 alkynylthio, C 1 -C 6 haloalkyl, C 2 -C 6 haloalkenyl, C 2 -C 6 haloalkynyl, C 1 -C 6 haloalkoxy, C 2 -C 4 haloalkoxyalkyl, C 2 -C 6 haloalkylcarbonyl, C 1 -C 6 haloalkythio, C 1 -C 6 haloalkylsulfinyl, C 1 -C 6 haloalkylsulfonyl, C 3 -C 6 trialkylsilyl, C 2 -C 4 haloalkenyloxy, C 2 -C 4 haloalkynyloxy, C 2 -C 4 haloalkenylthio, C 2 -C 4 haloalkynylthio, —OCH 2 CH 2 —, —OCH 2 CH 2 CH 2 —, —OCH 2 O—, —OCH 2 CH 2 O—, —C(O)OR 4 , —C(O)NR 3 R 4 , —CR 3 NOR 4 , —NR 3 R 4 , —NR 3 OR 4 , —NR 3 SO 2 R 4 , —NR 3 C(O)R 4 , —NR 3 C(O)OR 4 , —NR 3 C(O)NR 3 R 4 or —NCR 3 NR 3 R 4 ,;
R 3 represents H, C 1 -C 4 alkyl or C 1 -C 4 haloalkyl; and
R 4 represents C 1 -C 4 alkyl or C 1 -C 4 haloalkyl.
2. The compound of claim 1 , wherein the Ar is selected from halogen or C 1-6 alkoxy.
3. The compound of claim 1 , wherein Q is alkoxy.
4. The compound of claim 1 , wherein R is methyl.
5. The compound of claim 1 , wherein the compound is: