US4179276A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Novel imidazothiazine-1,3 (2H)-diones
Assignee: EIDP Inc
•
Filing: 1978-03-27
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Granted: 1979-12-18
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Expires: 1998-03-27
Abstract
Abstract This invention relates to novel 2-aryl-1H-imidazo-[5,1-c][1,4]thiazine-1,3(2H)-diones, to agricultural compositions containing them and to the method of use of these compounds as pre- or postemergence herbicides for general control of undesirable vegetation. The invention also includes novel intermediate compounds for making the novel compounds.
Inventors
- 👤 Jiin-Duey Cheng
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 08:45
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04; C07D279/00; C07D279/10; C07D279/12
Claims Analysis
Total Claims: 52
Claim 1
Independent Claim
118 words
A compound of the formula: ##STR54## where n is 0, 1 or 2; W is oxygen or sulfur; X is hydrogen, fluorine, chlorine, bromine, cyano, methyl, methoxy or nitro; Y is hydrogen, fluorine, chlorine or methyl; Z is hydrogen, fluorine or methyl; V is hydrogen, fluorine, chlorine or OR; and R is propargyl or alkyl of 1 to 4 carbon atoms with the proviso that (1) X, Y, Z and V cannot all be hydrogen when n is 0 and W is oxygen; and (2) when V is other than H at least one of X, Y and Z must be other than H; and (3) n is 0 when W is sulfur, for compounds of Formula Ic.
Claim 2
Dependent Claim
118 words
A compound of the formula: ##STR54## where n is 0, 1 or 2; W is oxygen or sulfur; X is hydrogen, fluorine, chlorine, bromine, cyano, methyl, methoxy or nitro; Y is hydrogen, fluorine, chlorine or methyl; Z is hydrogen, fluorine or methyl; V is hydrogen, fluorine, chlorine or OR; and R is propargyl or alkyl of 1 to 4 carbon atoms with the proviso that (1) X, Y, Z and V cannot all be hydrogen when n is 0 and W is oxygen; and (2) when V is other than H at least one of X, Y and Z must be other than H; and (3) n is 0 when W is sulfur, for compounds of Formula Ic.
Claim 3
Dependent Claim
11 words
A compound of claim 1 wherein n is 1 or 2.
Claim 4
Dependent Claim
13 words
A compound of claim 1 wherein X is fluorine, chlorine, bromine, or cyano.
Claim 5
Dependent Claim
12 words
A compound of claim 1 wherein Y is hydrogen, fluorine, or chlorine.
Claim 6
Dependent Claim
11 words
A compound of claim 1 wherein Z is hydrogen or fluorine.
Claim 7
Dependent Claim
23 words
A compound of claim 1 wherein V is hydrogen, fluorine, chlorine or OR where R is alkyl of 1 to 3 carbon atoms.
Claim 8
Dependent Claim
34 words
A compound of Formula Ia, Ib or Ic of claim 1 wherein n is 2, X is fluorine, chlorine or bromine, Y is hydrogen, fluorine, or chlorine and Z and V are both hydrogen.
Claim 9
Dependent Claim
53 words
A compound of Formula Ia, Ib or Ic of claim 1 wherein n is 2, X is fluorine, chlorine or bromine, Y is hydrogen, fluorine or chlorine, V is hydrogen or alkoxy of 1-3 carbons and Z is hydrogen provided that X and Y are chlorine when V is alkoxy of 1-3 carbons.
Claim 10
Dependent Claim
9 words
A compound of claim 1 wherein W is oxygen.
Claim 11
Dependent Claim
6 words
The compound of claim 1, 1,2-(4-chloro-2-fluorophenyl)-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]-thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 12
Dependent Claim
6 words
The compound of claim 1, 2-(4-chlorophenyl)-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 13
Dependent Claim
6 words
The compound of claim 1, 2-(3,4-dichlorophenyl)-5,6,8,8A-tetrahydro-1H-imidazo-[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 14
Dependent Claim
6 words
The compound of claim 1, 2-(4-chloro-2-fluorophenyl)-5,6-dihydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 15
Dependent Claim
6 words
The compound of claim 1, 2-(2,4-dichloro-5-methoxyphenyl)-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 16
Dependent Claim
6 words
The compound of claim 1, 2-(2,4-dichloro-5-isopropoxyphenyl)-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 17
Dependent Claim
6 words
The compound of claim 1, 2-(4-chloro-2-fluorophenyl)-8-chloro-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 18
Dependent Claim
6 words
The compound of claim 1, 2-(2,4-dichloro-5-methoxyphenyl)-8-chloro-5,6,8,8A-tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione-7,7-dioxide.
Claim 19
Dependent Claim
39 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 1 and at least one of (a) a surface active agent and (b) a solid or liquid diluent.
Claim 20
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 2 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 21
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 3 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 22
Dependent Claim
35 words
A composition for the control of undesirable vegetation consisting essentially of Formula Ia, Ib or Ic of claim 4 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 23
Dependent Claim
35 words
A composition for the control of undesirable vegetation consisting essentially of Formula Ia, Ib or Ic of claim 5 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 24
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 6 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 25
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 7 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 26
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 8 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 27
Dependent Claim
38 words
A composition for the control of undesirable vegetation consisting essentially of a compound of Formula Ia, Ib or Ic of claim 9 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 28
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 10 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 29
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 11 and at least one of (a) a surface active-agent and (b) a solid or liquid diluent.
Claim 30
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 12 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 31
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 13 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 32
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 14 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 33
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 15 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 34
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 16 and at least one of (a) a suface-active agent and (b) a solid or liquid diluent.
Claim 35
Dependent Claim
32 words
A composition for the control of undesirable vegetation consisting essentially of the compound of claim 17 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
Claim 36
Dependent Claim
33 words
A method for the control of undesirable vegetation consisting applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of Formula Ia, Ib or Ic of claim 1.
Claim 37
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 2.
Claim 38
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 3.
Claim 39
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 4.
Claim 40
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 5.
Claim 41
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 6.
Claim 42
Dependent Claim
33 words
A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetable a herbicidally effective amount of a compound of Formula Ia, Ib or Ic of claim 7.
Claim 43
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 8.
Claim 44
Dependent Claim
33 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 Formula Ia, Ib or Ic of claim 9.
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 10.
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 11.
Claim 47
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 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 13.
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 14.
Claim 50
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 51
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 52
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 17.
References Cited (Backward Citations)
US3985735A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-17 | 1983-06-18 | 1983-12-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-17 | 1987-06-18 | 1987-12-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-17 | 1991-06-18 | 1991-12-18 | $7700.00 | Window Closed / Lapsed |