# US 4,395,374 A · Alkyl N-arylsulfenyl-N-diaryloxy-phosphinylmethylglycinates

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- Number: US 4,395,374 A
- Document ID: US4395374A
- Status: Granted
- Kind: A
- Application number: 06/222,213
- Filed: 1981-01-02
- Granted: 1983-07-26
- Earliest claimed: 1981-01-02
- Assignees: Monsanto Company
- Inventors: Gerard A. Dutra; James A. Sikorski
- Web page: https://patentgrep.com/patent/US4395374A

## CPC

- C07F 9/4006: {Esters of acyclic acids which can have further substituents on alkyl}
- A01N 57/22: containing aromatic radicals
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

This disclosure relates to arylsulfenyl derivatives of benzyl and aryl esters of N-phosphonomethylglycines. This disclosure further relates to herbicidal compositions containing arylsulfenyl derivatives of benzyl and aryl esters of N-phosphonomethylglycines, to the use thereof, and to herbicidal methods employing such compounds and compositions.

## Claims

### Claim 1

A compound of the formula ##STR4## wherein R is phenyl, naphthyl, biphenylyl, benzyl or naphthyl, biphenylyl, benzyl or phenyl substituted with from one or two substituents independently selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, lower alkylthio, trifluoromethyl, alkoxycarbonyl, methylenedioxy, cyano, nitro and halogen; R.sub.1 is phenyl, naphthyl or phenyl substituted with from one or two substituents independently selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl and nitro; and R.sub.2 is selected from the group consisting of lower alkyl and lower aralkyl.

### Claim 2 (depends on 1)

A compound according to claim 1 wherein R is phenyl or substituted phenyl.

### Claim 3 (depends on 2)

A compound according to claim 2 wherein R.sub.1 is phenyl substituted with from one or two substituents independently selected from the group consisting of hydrogen, lower alkyl, nitro, lower alkoxy, halogen and trifluoromethyl.

### Claim 4 (depends on 3)

A compound according to claim 3 wherein said compound is ethyl N-(2,4-dinitrophenylthio)-N-[(bis-4-methoxyphenoxy)phosphinylmethyl]glycin ate.

### Claim 5 (depends on 2)

A compound according to claim 2 wherein said compound is methyl N-(4-methylphenylthio)-N-[(bis-4-methoxyphenoxy)phosphinyl]glycinate.

### Claim 6 (depends on 3)

A compound according to claim 3 wherein said compound is methyl N-[(4-methylphenyl)thio]-N-diphenoxyphosphinylmethylglycinate.

### Claim 7 (depends on 3)

A compound according to claim 3 wherein said compound is ethyl N-(4-methylphenylthio)-N-[bis(4-chloro-3-methylphenoxy)phosphinylmethyl]gl ycinate.

### Claim 8 (depends on 2)

A compound according to claim 2 wherein said compound is methyl N-(4-chlorophenylthio)-N-[(bis-2-methoxyphenoxy)phosphinylmethyl]glycinate

### Claim 9 (depends on 3)

A compound according to claim 3 wherein said compound is phenylmethyl N-(4-methylphenylthio)-N-[diphenoxyphosphinylmethyl]glycinate.

### Claim 10 (depends on 3)

A compound according to claim 3 wherein said compound is methyl N-(3-trifluoromethylphenylthio)-N-[diphenoxyphosphinylmethyl]glycinate.

### Claim 11 (depends on 2)

A compound according to claim 2 wherein said compound is methyl N-(4-methoxyphenylthio)-N-[(bis-4-methoxyphenoxy)phosphinylmethyl]glycinat e.

### Claim 12 (depends on 2)

A compound according to claim 2 wherein said compound is methyl N-(2-naphthylthio)-N-[(bis-4-methoxyphenoxy)phosphinylmethyl]glycinate.