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US4098896A
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1-Halohydrocarbylthio-3-hydrocarbylthio-4-substituted-1,2,4-delta2 -triazolidin-5-ones
Assignee: Chevron USA Inc
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Filing: 1977-05-05
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Granted: 1978-07-04
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Expires: 1997-05-05
Abstract
Abstract Compounds of the formula ##STR1## wherein R is, for example, alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or substituted phenyl, R 1 is halo-substituted alkyl or halo-substituted alkenyl and R 2 is hydrocarbyl, possess fungicidal activity.
Inventors
- 👤 Laroy H. Edwards
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:32
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12; A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
277 words
A compound of the formula ##STR6## wherein R is alkyl of 1 to 4 carbon atoms; alkenyl of 2 to 4 carbon atoms; alkynyl of 2 to 4 carbon atoms; cycloalkyl of 3 to 8 carbon atoms; phenyl; or phenyl substituted with 1 to 3 of the same or different substituents selected from the group consisting of fluoro, chloro, bromo, alkyl of 1 to 4 carbon atoms, haloalkyl of 1 to 4 carbon atoms and 1 to 3 fluoro, bromo or chloro, alkoxy of 1 to 3 carbon atoms, and nitro; aralkyl of 7 to 14 carbon atoms, or aralkyl substituted with 1 to 3 halogen atoms from the group consisting of fluorine, chlorine and bromine; R 1 is alkyl of 1 to 4 carbon atoms substituted with 2 to 5 of the same or different halogen atoms selected from the group consisting of fluoro, chloro and bromo; or alkenyl of 2 to 4 carbon atoms substituted with 2 to 5 of the same or different halogen atoms selected from the group consisting of fluoro, chloro and bromo; and R 2 is alkyl of 1 to 4 carbon atoms; alkenyl of 2 to 4 carbon atoms; alkynyl of 2 to 4 carbon atoms; or said alkyl, alkenyl or alkynyl group substituted with 1 to 3 halogen atoms selected from the group consisting of fluorine, chlorine and bromine; aryl of 6 to 12 carbon atoms; aralkyl of 7 to 14 carbon atoms; alkaryl group of 7 to 14 carbon atoms; or said aryl, aralkyl or alkaryl group substituted with 1 to 3 halogen atoms selected from the group consisting of fluorine, chlorine and bromine, and/or a nitro group.
Claim 2
Dependent Claim
277 words
A compound of the formula ##STR6## wherein R is alkyl of 1 to 4 carbon atoms; alkenyl of 2 to 4 carbon atoms; alkynyl of 2 to 4 carbon atoms; cycloalkyl of 3 to 8 carbon atoms; phenyl; or phenyl substituted with 1 to 3 of the same or different substituents selected from the group consisting of fluoro, chloro, bromo, alkyl of 1 to 4 carbon atoms, haloalkyl of 1 to 4 carbon atoms and 1 to 3 fluoro, bromo or chloro, alkoxy of 1 to 3 carbon atoms, and nitro; aralkyl of 7 to 14 carbon atoms, or aralkyl substituted with 1 to 3 halogen atoms from the group consisting of fluorine, chlorine and bromine; R 1 is alkyl of 1 to 4 carbon atoms substituted with 2 to 5 of the same or different halogen atoms selected from the group consisting of fluoro, chloro and bromo; or alkenyl of 2 to 4 carbon atoms substituted with 2 to 5 of the same or different halogen atoms selected from the group consisting of fluoro, chloro and bromo; and R 2 is alkyl of 1 to 4 carbon atoms; alkenyl of 2 to 4 carbon atoms; alkynyl of 2 to 4 carbon atoms; or said alkyl, alkenyl or alkynyl group substituted with 1 to 3 halogen atoms selected from the group consisting of fluorine, chlorine and bromine; aryl of 6 to 12 carbon atoms; aralkyl of 7 to 14 carbon atoms; alkaryl group of 7 to 14 carbon atoms; or said aryl, aralkyl or alkaryl group substituted with 1 to 3 halogen atoms selected from the group consisting of fluorine, chlorine and bromine, and/or a nitro group.
Claim 3
Dependent Claim
58 words
The compound of claim 1 wherein R is alkyl of 1 to 2 carbon atoms; alkenyl of 2 to 3 carbon atoms; cycloalkyl of 5 to 6 carbon atoms; phenyl; or phenyl substituted with 1 to 2 of the same or different substituents selected from fluoro, chloro, bromo and trihalomethyl, where the halo is fluoro, chloro or bromo.
Claim 4
Dependent Claim
34 words
The compound of claim 2 wherein R 1 is alkyl of 1 to 4 carbon atoms substituted with 2 to 5 of the same or different halogen atoms selected from fluoro, chloro and bromo.
Claim 5
Dependent Claim
94 words
The compound of claim 3 wherein R 2 is alkyl of 1 to 4 carbon atoms; alkenyl of 2 to 4 carbon atoms; alkynyl of 2 to 4 carbon atoms; phenyl; phenyl substituted with 1 to 3 of the same or different substituents selected from the group consisting of fluorine, chlorine, bromine, haloalkyl of 1 to 4 carbon atoms and 1 to 3 fluoro, chloro or bromo, and/or a nitro group; benzyl; benzyl substituted with 1 to 3 halogen atoms selected from the group consisting of fluorine, chlorine and bromine and/or a nitro group.
Claim 6
Dependent Claim
25 words
The compound of claim 4 wherein R is methyl, allyl, cyclohexyl, phenyl, or phenyl substituted with 1 to 2 chlorine atoms, or 1 trifluoromethyl group.
Claim 7
Dependent Claim
23 words
The compound of claim 5 wherein R 1 is alkyl of 1 to 2 carbon atoms substituted with 3 to 4 chlorine atoms.
Claim 8
Dependent Claim
12 words
The compound of claim 6 wherein R 1 is trichloromethyl or 1,1,2,2-tetrachloroethyl.
Claim 9
Dependent Claim
16 words
The compound of claim 2 wherein R 2 is alkyl of 1 to 2 carbon atoms.
Claim 10
Dependent Claim
10 words
The compound of claim 8 wherein R 2 is methyl.
Claim 11
Dependent Claim
36 words
The compound of claim 1 wherein R is methyl, allyl, cyclohexyl, phenyl or phenyl substituted with 1 to 2 chlorine atoms or 1 trifluoromethyl group; R 1 is trichloromethyl or 1,1,2,2-tetrachloroethyl; and R 2 is methyl.
Claim 12
Dependent Claim
18 words
The compound of claim 1 wherein R is methyl; R 1 is 1,1,2,2-tetrachloroethyl; and R 2 is methyl.
Claim 13
Dependent Claim
18 words
A fungicidal composition comprising a fungicidally effective amount of the compound of claim 1 and an inert carrier.
Claim 14
Dependent Claim
20 words
A method for controlling fungi which comprises contacting said fungi with a fungicidal amount of the compound of claim 1.
Claim 15
Dependent Claim
21 words
A fungicidal composition comprising a fungicidally effective amount of the compound of claim 11 and an inert carrier for the compound.
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) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |