US4213773A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Herbicidal substituted bicyclic triazoles
Assignee: EIDP Inc
•
Filing: 1977-11-17
•
Granted: 1980-07-22
•
Expires: 1997-11-17
Abstract
Abstract Substituted bicyclic triazole compounds essentially as shown in Formula I, agricultural compositions containing them, and the method of use of these compounds as herbicides for the control of undesired vegetation in crops ##STR1##
Inventors
- 👤 Anthony D. Wolf
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 17:31
CPC Classifications
A; A01; A01N; A01N47/00; A01N47/02; A01N47/06; A01N43/00; A01N43/90; A01N47/08; A01N47/10; A01N47/22; A01N47/24; C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; C07D487/00; C07D487/02; C07D487/04
Claims Analysis
Total Claims: 65
Claim 1
Independent Claim
295 words
A compound having the formula ##STR187## wherein: V is hydrogen, fluorine, chlorine, bromine, hydroxy, alkyl of 1-4 carbon atoms or --OR 1 wherein: R 1 is alkyl of 1-6 carbon atoms optionally substituted with 1-3 fluorines, chlorines or bromines, cycloalkyl of 4-6 carbon atoms, cycloalkylalkyl of 4-7 carbon atoms, alkenyl of 3-6 carbon atoms optionally substituted with 1-3 fluorines, chlorines or bromines, alkynyl of 3-6 carbon atoms, CHR 7 R 8 or ##STR188## wherein: R 2 is hydrogen or methyl; R 3 is hydrogen, chlorine, bromine, methyl or methoxy; R 4 is alkyl of 1-4 carbon atoms; R 5 is hydrogen, methyl or methoxy; R 6 is alkyl of 1-4 carbon atoms or alkoxy of 1-4 carbon atoms; R 7 is hydrogen or alkyl of 1-4 carbon atoms; R 8 is ##STR189## R 9 is hydrogen or alkyl of 1-4 carbon atoms; R 10 is alkyl of 1-3 carbon atoms; R 11 is hydrogen, alkyl of 1-4 carbon atoms, alkenyl of 3-4 carbon atoms or alkoxy of 1-2 carbon atoms; and R 12 is hydrogen or alkyl of 1-2 carbon atoms X is fluorine, chlorine, bromine, cyano, methyl methoxy or nitro; Y is hydrogen, fluorine, chlorine, bromine or methyl; Z is hydrogen, fluorine, chlorine or bromine; n is 3, 4 or 5; m is 0, 1 or 2; and Q is oxygen or sulfur; provided that (1) When V is other than hydrogen, Y must be other than hydrogen; (2) When m is 1, n is 4 and Y must be other than hydrogen; (3) When m is 2, n is 4, X and Y are chlorine and V is --OR 1 wherein R 1 is alkyl of 1-4 carbon atoms; (4) When Q is sulfur, m is O; or an agriculturally suitable salt thereof.
Claim 2
Dependent Claim
295 words
A compound having the formula ##STR187## wherein: V is hydrogen, fluorine, chlorine, bromine, hydroxy, alkyl of 1-4 carbon atoms or --OR 1 wherein: R 1 is alkyl of 1-6 carbon atoms optionally substituted with 1-3 fluorines, chlorines or bromines, cycloalkyl of 4-6 carbon atoms, cycloalkylalkyl of 4-7 carbon atoms, alkenyl of 3-6 carbon atoms optionally substituted with 1-3 fluorines, chlorines or bromines, alkynyl of 3-6 carbon atoms, CHR 7 R 8 or ##STR188## wherein: R 2 is hydrogen or methyl; R 3 is hydrogen, chlorine, bromine, methyl or methoxy; R 4 is alkyl of 1-4 carbon atoms; R 5 is hydrogen, methyl or methoxy; R 6 is alkyl of 1-4 carbon atoms or alkoxy of 1-4 carbon atoms; R 7 is hydrogen or alkyl of 1-4 carbon atoms; R 8 is ##STR189## R 9 is hydrogen or alkyl of 1-4 carbon atoms; R 10 is alkyl of 1-3 carbon atoms; R 11 is hydrogen, alkyl of 1-4 carbon atoms, alkenyl of 3-4 carbon atoms or alkoxy of 1-2 carbon atoms; and R 12 is hydrogen or alkyl of 1-2 carbon atoms X is fluorine, chlorine, bromine, cyano, methyl methoxy or nitro; Y is hydrogen, fluorine, chlorine, bromine or methyl; Z is hydrogen, fluorine, chlorine or bromine; n is 3, 4 or 5; m is 0, 1 or 2; and Q is oxygen or sulfur; provided that (1) When V is other than hydrogen, Y must be other than hydrogen; (2) When m is 1, n is 4 and Y must be other than hydrogen; (3) When m is 2, n is 4, X and Y are chlorine and V is --OR 1 wherein R 1 is alkyl of 1-4 carbon atoms; (4) When Q is sulfur, m is O; or an agriculturally suitable salt thereof.
Claim 3
Dependent Claim
18 words
A compound of claim 1 wherein V is hydrogen, fluorine, chlorine, bromine, hydroxy, methyl or --OR 1 .
Claim 4
Dependent Claim
14 words
A compound of claim 1 wherein X is fluorine, chlorine, bromine, methyl or nitro.
Claim 5
Dependent Claim
13 words
A compound of claim 1 wherein Y is fluorine, chlorine, bromine or methyl.
Claim 6
Dependent Claim
12 words
A compound of claim 1 wherein Z is hydrogen, fluorine or chlorine.
Claim 7
Dependent Claim
11 words
A compound of claim 1 wherein n is 4 or 5.
Claim 8
Dependent Claim
9 words
A compound of claim 1 wherein m is 0.
Claim 9
Dependent Claim
52 words
A compound of claim 1 wherein independently or in combination V is hydrogen, chlorine, bromine or OR 1 and R 1 is alkyl of 1-4 carbon atoms; and X is fluorine, chlorine, or bromine; and Y is fluorine, chlorine, bromine or methyl and Z is hydrogen and n is 4 or 5.
Claim 10
Dependent Claim
9 words
A compound of claim 8 wherein n is 4.
Claim 11
Dependent Claim
26 words
A compound of claim 8 wherein V is hydrogen, chlorine or OR 1 and X is chlorine or bromine and Y is fluorine, chlorine or bromine.
Claim 12
Dependent Claim
8 words
The compound of claim 1 which is 2-[2,4-dichloro-5-(1-methylethoxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]-pyridin-3(2H)-one.
Claim 13
Dependent Claim
8 words
The compound of claim 1 which is 2-(2,4-dichloro-5-methoxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]-pyridin-3(2H)-one.
Claim 14
Dependent Claim
9 words
The compound of claim 1 which is 2-(2,4-dichloro-5-ethoxypheny)-5,6,7,8-tetrahydro-1,2,4-triazolo [4,3-A]-pyridin-3(2H)-one.
Claim 15
Dependent Claim
8 words
The compound of claim 1 which is 2-[2,4-dichloro-5-(1-methylethoxy)phenyl]-2,5,6,7,8,9-hexahydro-3H-1,2,4-triazolo[4,3-A]-azepin-3-one.
Claim 16
Dependent Claim
8 words
The compound of claim 1 which is 2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one.
Claim 17
Dependent Claim
8 words
The compound of claim 1 which is 2-(2,4-dichloro-5-propargyloxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one.
Claim 18
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 1 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 19
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 2 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 20
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 3 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 21
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 4 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 22
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 5 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 23
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 6 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 24
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 7 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 25
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 8 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 26
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 9 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 27
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of a compound of claim 10 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 28
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 11 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 29
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 12 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 30
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 13 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 31
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 14 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 32
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 15 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 33
Dependent Claim
37 words
A composition for the control of undesirable vegetation consisting essentially of an herbicidally effective amount of the compound of claim 16 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 34
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 1.
Claim 35
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 2.
Claim 36
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 3.
Claim 37
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 4.
Claim 38
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 5.
Claim 39
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 6.
Claim 40
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 7.
Claim 41
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 8.
Claim 42
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 9.
Claim 43
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 10.
Claim 44
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 11.
Claim 45
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 12.
Claim 46
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 13.
Claim 47
Dependent Claim
26 words
A method for the control of undesirable vegetation comprising applying to the locus such undesirable vegetation a herbicidally effective amount of the compound of claim 14.
Claim 48
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 15.
Claim 49
Dependent Claim
27 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 16.
Claim 50
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 1.
Claim 51
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 2.
Claim 52
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 3.
Claim 53
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 4.
Claim 54
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 5.
Claim 55
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 6.
Claim 56
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 7.
Claim 57
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 8.
Claim 58
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 9.
Claim 59
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation in herbicidally effective amount of a compound of claim 10.
Claim 60
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 11.
Claim 61
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 12.
Claim 62
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 13.
Claim 63
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 14.
Claim 64
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 15.
Claim 65
Dependent Claim
29 words
A method for the control of undesirable vegetation in crops comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of the compound of claim 16.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-07-22 | 1984-01-21 | 1984-07-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-07-22 | 1988-01-21 | 1988-07-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-07-22 | 1992-01-21 | 1992-07-22 | $7700.00 | Window Closed / Lapsed |