US4471131A
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US
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Novel silyl esters of N-phosphonomethylglycine
Assignee: Monsanto Co
•
Filing: 1983-09-27
•
Granted: 1984-09-11
•
Expires: 2003-09-27
Abstract
Abstract This disclosure relates to novel silyl esters of N-phosphonomethylglycine useful as post-emergence herbicides.
Inventors
- 👤 John E. Franz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 10:07
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4071; C07F9/409; A; A01; A01N; A01N57/00; A01N57/18; A01N57/20; A01N57/22; C07F9/3804; C07F9/3808; C07F9/4003; C07F9/4006
Claims Analysis
Total Claims: 69
Claim 1
Independent Claim
152 words
A compound represented by the structure ##STR5## wherein R 1 and R 2 are independently selected from hydrogen, aryl, benzyl, substituted aryl and substituted benzyl groups, and X wherein X is ##STR6## wherein R 5 and R 6 are independently selected from alkyl groups having from 1 to 4 carbon atoms, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, trifluoromethyl, nitro and cyano and R 7 is a tertiary alkyl group having from 4 to 7 carbon atoms, R 3 is hydrogen or a herbicidally non-interfering group, and R 4 is selected from hydrogen, X, alkyl groups having from 1 to 8 carbon atoms, naphthyl, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, nitro, trifluoromethyl, and cyano provided that at least one of R 1 , R 2 , and R 4 is X.
Claim 2
Dependent Claim
152 words
A compound represented by the structure ##STR5## wherein R 1 and R 2 are independently selected from hydrogen, aryl, benzyl, substituted aryl and substituted benzyl groups, and X wherein X is ##STR6## wherein R 5 and R 6 are independently selected from alkyl groups having from 1 to 4 carbon atoms, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, trifluoromethyl, nitro and cyano and R 7 is a tertiary alkyl group having from 4 to 7 carbon atoms, R 3 is hydrogen or a herbicidally non-interfering group, and R 4 is selected from hydrogen, X, alkyl groups having from 1 to 8 carbon atoms, naphthyl, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, nitro, trifluoromethyl, and cyano provided that at least one of R 1 , R 2 , and R 4 is X.
Claim 3
Dependent Claim
10 words
A compound of claim 1 wherein R 3 is hydrogen.
Claim 4
Dependent Claim
10 words
A compound of claim 1 wherein R 4 is alkyl.
Claim 5
Dependent Claim
17 words
A compound of claim 1 wherein R 1 , R 2 , and R 4 are X.
Claim 6
Dependent Claim
10 words
A compound of claim 4 wherein R 3 is hydrogen.
Claim 7
Dependent Claim
10 words
A compound of claim 4 wherein R 7 is 1,1-dimethylethyl.
Claim 8
Dependent Claim
18 words
A compound of claim 1 wherein R 1 is X and R 2 and R 3 are hydrogen.
Claim 9
Dependent Claim
21 words
A compound of claim 1 wherein R 1 and R 2 are X and R 3 and R 4 are hydrogen.
Claim 10
Dependent Claim
18 words
A compound of claim 1 wherein R 5 and R 6 are alkyl and R 7 is 1,1-dimethylethyl.
Claim 11
Dependent Claim
32 words
A compound of claim 1 wherein R 5 and R 6 are phenyl or phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, nitro and cyano.
Claim 12
Dependent Claim
13 words
A compound of claim 9 wherein R 5 and R 6 are methyl.
Claim 13
Dependent Claim
25 words
A compound of claim 1 wherein R 1 and R 2 are X, R 3 is hydrogen, and R 4 is lower alkoxy lower alkyl.
Claim 14
Dependent Claim
22 words
A compound of claim 7 wherein R 4 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 15
Dependent Claim
10 words
A compound of claim 7 wherein R 4 is alkyl.
Claim 16
Dependent Claim
22 words
A compound of claim 14 wherein R 4 is n-butyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 17
Dependent Claim
22 words
A compound of claim 7 wherein R 4 is n-butyl, R 5 and R 6 are methyl, and R 7 is 1,1-dimethylethyl.
Claim 18
Dependent Claim
10 words
A compound of claim 7 wherein R 4 is haloalkyl.
Claim 19
Dependent Claim
22 words
A compound of claim 17 wherein R 4 is 2-chloroethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 20
Dependent Claim
22 words
A compound of claim 4 wherein R 3 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 21
Dependent Claim
13 words
A compound of claim 1 wherein R 1 and R 2 are X.
Claim 22
Dependent Claim
15 words
A compound of claim 20 wherein R 3 is hydrogen and R 4 is alkyl.
Claim 23
Dependent Claim
22 words
A compound of claim 21 wherein R 4 is methylethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 24
Dependent Claim
166 words
A herbicidal composition which comprises an inert adjuvant and a herbicidally affective amount of a compound of the formula ##STR7## wherein R 1 and R 2 are independently selected from hydrogen, aryl, benzyl substituted aryl and substituted benzyl, and X wherein X is ##STR8## wherein R 5 and R 6 are independently selected from alkyl groups having from 1 to 4 carbon atoms, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, --CF 3 , nitro and cyano and R 7 is a tertiary alkyl group having from 4 to 7 carbon atoms, R 3 is hydrogen or a herbicidally non-interfering group, and R 4 is selected from hydrogen, X, alkyl groups having from 1 to 8 carbon atoms, naphthyl, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, nitro, trifluoromethyl, and cyano provided that at least one of R 1 , R 2 , and R 4 is X.
Claim 25
Dependent Claim
166 words
A herbicidal composition which comprises an inert adjuvant and a herbicidally affective amount of a compound of the formula ##STR7## wherein R 1 and R 2 are independently selected from hydrogen, aryl, benzyl substituted aryl and substituted benzyl, and X wherein X is ##STR8## wherein R 5 and R 6 are independently selected from alkyl groups having from 1 to 4 carbon atoms, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, --CF 3 , nitro and cyano and R 7 is a tertiary alkyl group having from 4 to 7 carbon atoms, R 3 is hydrogen or a herbicidally non-interfering group, and R 4 is selected from hydrogen, X, alkyl groups having from 1 to 8 carbon atoms, naphthyl, phenyl and phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl lower alkoxy, nitro, trifluoromethyl, and cyano provided that at least one of R 1 , R 2 , and R 4 is X.
Claim 26
Dependent Claim
11 words
A herbicidal composition of claim 23 wherein R 3 is hydrogen.
Claim 27
Dependent Claim
11 words
A herbicidal composition of claim 23 wherein R 4 is alkyl.
Claim 28
Dependent Claim
17 words
A herbicidal composition of claim 23 wherein R 1 , R 2 , R 4 are X.
Claim 29
Dependent Claim
11 words
A herbicidal composition of claim 26 wherein R 3 is hydrogen.
Claim 30
Dependent Claim
11 words
A herbicidal composition of claim 26 wherein R 7 is 1,1-dimethylethyl.
Claim 31
Dependent Claim
19 words
A herbicidal composition of claim 23 wherein R 1 is X and R 2 and R 3 are hydrogen.
Claim 32
Dependent Claim
22 words
A herbicidal composition of claim 23 wherein R 1 and R 2 are X and R 3 and R 4 are hydrogen.
Claim 33
Dependent Claim
19 words
A herbicidal composition of claim 23 wherein R 5 and R 6 are alkyl and R 7 is 1,1-dimethylethyl.
Claim 34
Dependent Claim
32 words
A herbicidal composition of claim 23 wherein R 5 and R 6 are phenyl or phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkyl- loweralkoxy, nitro and cyano.
Claim 35
Dependent Claim
14 words
A herbicidal composition of claim 31 wherein R 5 and R 6 are methyl.
Claim 36
Dependent Claim
26 words
A herbicidal composition of claim 23 wherein R 1 and R 2 are X, R 3 is hydrogen, and R 4 is lower alkoxy, lower alkyl.
Claim 37
Dependent Claim
23 words
A herbicidal composition of claim 29 wherein R 4 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 38
Dependent Claim
11 words
A herbicidal composition of claim 29 wherein R 4 is alkyl.
Claim 39
Dependent Claim
23 words
A herbicidal composition of claim 36 wherein R 4 is n-butyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 40
Dependent Claim
23 words
A herbicidal composition of claim 29 wherein R 4 is n-butyl, R 5 and R 6 are methyl, and R 7 is 1,1-dimethylethyl.
Claim 41
Dependent Claim
11 words
A herbicidal composition of claim 29 wherein R 4 is haloalkyl.
Claim 42
Dependent Claim
23 words
A herbicidal composition of claim 39 wherein R 4 is 2-chloroethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 43
Dependent Claim
23 words
A herbicidal composition of claim 26 wherein R 3 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 44
Dependent Claim
14 words
A herbicidal composition of claim 23 wherein R 1 and R 2 are X.
Claim 45
Dependent Claim
16 words
A herbicidal composition of claim 42 wherein R 3 is hydrogen and R 4 is alkyl.
Claim 46
Dependent Claim
23 words
A herbicidal composition of claim 43 wherein R 4 is methylethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 47
Dependent Claim
18 words
A method which comprises contacting a plant with a herbicidally effective amount of a compound of claim 1.
Claim 48
Dependent Claim
10 words
A method of claim 45 wherein R 3 is hydrogen.
Claim 49
Dependent Claim
10 words
A method of claim 45 wherein R 4 is alkyl.
Claim 50
Dependent Claim
17 words
A method of claim 45 wherein R 1 , R 2 , and R 4 are X.
Claim 51
Dependent Claim
10 words
A method of claim 48 wherein R 3 is hydrogen.
Claim 52
Dependent Claim
10 words
A method of claim 48 wherein R 7 is 1,1-dimethylethyl.
Claim 53
Dependent Claim
18 words
A method of claim 45 wherein R 1 is X and R 2 and R 3 are hydrogen.
Claim 54
Dependent Claim
21 words
A method of claim 45 wherein R 1 and R 2 are X and R 3 and R 4 are hydrogen.
Claim 55
Dependent Claim
18 words
A method of claim 45 wherein R 5 and R 6 are alkyl and R 7 is 1,1-dimethylethyl.
Claim 56
Dependent Claim
30 words
A method of claim 45 wherein R 5 and R 6 are phenyl or phenyl substituted with from 1 to 3 substituents selected from halogen, lower alkylloweralkoxy, nitro and cyano.
Claim 57
Dependent Claim
13 words
A method of claim 53 wherein R 5 and R 6 are methyl.
Claim 58
Dependent Claim
25 words
A method of claim 45 wherein R 1 and R 2 are X, R 3 is hydrogen, and R 4 is lower alkoxy, lower alkyl.
Claim 59
Dependent Claim
22 words
A method of claim 51 wherein R 4 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 60
Dependent Claim
10 words
A method of claim 51 wherein R 4 is alkyl.
Claim 61
Dependent Claim
22 words
A method of claim 58 wherein R 4 is n-butyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 62
Dependent Claim
22 words
A method of claim 51 wherein R 4 is n-butyl, R 5 and R 6 are methyl, and R 7 is 1,1-dimethylethyl.
Claim 63
Dependent Claim
10 words
A method of claim 51 wherein R 4 is haloalkyl.
Claim 64
Dependent Claim
22 words
A method of claim 61 wherein R 4 is 2-chloroethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 65
Dependent Claim
22 words
A method of claim 48 wherein R 3 is hydrogen, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 66
Dependent Claim
13 words
A method of claim 45 wherein R 1 and R 2 are X.
Claim 67
Dependent Claim
15 words
A method of claim 64 wherein R 3 is hydrogen and R 4 is alkyl.
Claim 68
Dependent Claim
22 words
A method of claim 65 wherein R 4 is methylethyl, R 5 and R 6 are phenyl, and R 7 is 1,1-dimethylethyl.
Claim 69
Dependent Claim
13 words
A compound of claim 1 wherein R 5 and R 6 are trifluoromethyl.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-09-11 | 1988-03-12 | 1988-09-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-09-11 | 1992-03-12 | 1992-09-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-09-11 | 1996-03-12 | 1996-09-11 | $7700.00 | Window Closed / Lapsed |