The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Dec. 25, 1979
Filed:
Apr. 11, 1977
Howard Johnston, Walnut Creek, CA (US);
Herman O Senkbeil, Midland, MI (US);
The Dow Chemical Company, Midland, MI (US);
Abstract
Compounds are prepared which correspond to the formula ##STR1## wherein X represents chloro, bromo or iodo; R' represents hydrogen or methyl and R represents carboxy (--COOH), the alkyl esters thereof (--COOR.sup.6 wherein R.sup.6 represents alkyl of 1 to 8 carbon atoms, (2-alkoxyethoxy)carbonyl (--COOCH.sub.2 CH.sub.2 OR.sup.2) or (1-methyl-2-alkoxyethoxy)carbonyl ##STR2## wherein R.sup.2 represents alkyl of 1 to 4 carbon atoms) or the metal salts thereof (--COOMe wherein Me represents ammonium or substituted ammonium ion (N.sup.+ H(R.sup.6).sub.3 wherein each R.sup.6 independently represents hydrogen, alkyl of 1 to 4 carbon atoms or hydroxyalkyl of 2 to 3 carbon atoms), alkali metal, alkaline earth metal, aluminum or a transition group metal); alkanoyloxymethyl (--CH.sub.2 OCOR.sup.2); (2,2-dichloropropionyloxy)methyl (--CH.sub.2 OCOC(Cl).sub.2 CH.sub.3); alkoxymethyl (--CH.sub.2 OR.sup.2); phenoxymethyl (--CH.sub.2 O.phi.); (2-alkoxyethoxy)methyl (--CH.sub.2 OCH.sub.2 CH.sub.2 OR.sup.2); hydroxyalkyl (--R.sup.3 OH wherein R.sup.3 represents alkylene of from 1 to 6 carbon atoms); 3-hydroxy-1-propenyl (--CH.dbd.CHCH.sub.2 OH); 1,2-dihydroxyethyl ##STR3## 1-(2-hydroxyethoxy)methyl (--CH.sub.2 --O--CH.sub.2 CH.sub.2 OH); (2-(2-hydroxyethoxy)ethoxy)methyl (--CH.sub.2 OCH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OH); carbamoyl (--CONR.sup.4 R.sup.4 wherein each R.sup.4 independently represents hydrogen or alkyl of 1 to 8 carbon atoms); (carboxymethyl)carbamoyl (--CONHCH.sub.2 COOH); (2-hydroxyethyl)-carbamoyl (--CONR.sup.4 CH.sub.2 CH.sub.2 OH); or (carbamoyloxy)methyl (--CH.sub.2 OCONHR.sup.5 wherein R.sup.5 is alkyl of 1 to 4 carbon atoms or phenyl). These compounds have been found to be effective pre- and post-emergent herbicides and some as intermediates in preparing compounds which are effective pre- and post-emergent herbicides and as active agents in compositions used as herbicides.