Patent US3133645A successfully refreshed from Google Patents.
Patent US4052191A successfully refreshed from Google Patents.
US4052191A
Expired / Lapsed
US
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1-thiadiazolyl-5-alkyl- and arylaminoimidazolidinones
Assignee: Velsicol Chemical LLC
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Filing: 1976-03-12
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Granted: 1977-10-04
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Expires: 1996-03-12
Abstract
Abstract This invention discloses new compounds of the formula ##STR1## wherein R 1 is selected from the group consisting of alkyl, cycloalkyl, alkenyl, haloalkyl, alkoxy, alkylthio, alkylsulfonyl and alkylsulfinyl; R 2 is selected from the group consisting of alkyl, alkenyl, haloalkyl and ##STR2## wherein R 5 and R 6 are each selected from the group consisting of hydrogen and alkyl; and R 3 and R 4 are each selected from the group consisting of hydrogen, alkyl of up to 18 carbon atoms, alkenyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl and ##STR3## WHEREIN X is selected from the group consisting of alkyl, alkoxy, halogen, haloalkyl, alkylthio, nitro and cyano; n is an integer from 0 to 3; and m is the integer 0 or 1, provided that a maximum of one of R 3 and R 4 is an aromatic moiety. Further disclosed is the herbicidal utility of the foregoing compounds.
Inventors
- 👤 John Krenzer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 08:40
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/135
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
152 words
A Compound of the formula ##STR14## wherein R 1 is selected from the group consisting of alkyl of up to 18 carbon atoms, cycloalkyl of from 3 to 7 carbon atoms, lower alkenyl, lower chloroalkyl, lower bromoalkyl, trifluoromethyl, lower alkoxy, lower alkylthio, lower alkylsulfonyl and lower alkylsulfinyl; R 2 is selected from the group consisting of lower alkyl, lower alkenyl, lower haloalkyl and propargyl and R 3 and R 4 are each selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, lower haloalkyl, lower hydroxyalkyl, lower alkoxyalkyl, cycloalkyl of from 3 to 7 carbon atoms and ##STR15## wherein X is selected from the group consisting of lower alkyl, lower alkoxy, halogen, lower haloalkyl, lower alkylthio, nitro and cyano; n is an integer from 0 to 3; and m is the integer 0 or 1, provided that a maximum of one of R 3 and R 4 is an aromatic moiety.
Claim 2
Dependent Claim
152 words
A Compound of the formula ##STR14## wherein R 1 is selected from the group consisting of alkyl of up to 18 carbon atoms, cycloalkyl of from 3 to 7 carbon atoms, lower alkenyl, lower chloroalkyl, lower bromoalkyl, trifluoromethyl, lower alkoxy, lower alkylthio, lower alkylsulfonyl and lower alkylsulfinyl; R 2 is selected from the group consisting of lower alkyl, lower alkenyl, lower haloalkyl and propargyl and R 3 and R 4 are each selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, lower haloalkyl, lower hydroxyalkyl, lower alkoxyalkyl, cycloalkyl of from 3 to 7 carbon atoms and ##STR15## wherein X is selected from the group consisting of lower alkyl, lower alkoxy, halogen, lower haloalkyl, lower alkylthio, nitro and cyano; n is an integer from 0 to 3; and m is the integer 0 or 1, provided that a maximum of one of R 3 and R 4 is an aromatic moiety.
Claim 3
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-t-butylamino-1,3-imidazolidin-2-one.
Claim 4
Dependent Claim
6 words
The compound of claim 1, 1-(5-t-butyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-hexylamino-1,3-imidazolidin-2-one.
Claim 5
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-hexylamino-1,3-imidazolidin-2-one.
Claim 6
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-anilino-1,3-imidazolidin-2-one.
Claim 7
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-benzylamino-1,3-imidazolidin-2-one.
Claim 8
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-β-hydroxyethylamino-1,3-imidazolidin-2-one.
Claim 9
Dependent Claim
6 words
The compound of claim 1, 1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-5-diethylamino-1,3-imidazolidin-2-one.
Claim 10
Dependent Claim
24 words
A herbicidal composition comprising an inert carrier and, as an essential active ingredient, in a quantity toxic to weeds, a compound of claim 1.
Claim 11
Dependent Claim
35 words
A method of controlling weeds which comprises contacting said weeds with a herbicidal composition comprising an inert carrier and, as an essential active ingredient, in a quentity toxic to weeds, a compound of claim 1.
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) | 1980-10-03 | 1981-04-04 | 1981-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-03 | 1985-04-04 | 1985-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-03 | 1989-04-04 | 1989-10-04 | $7700.00 | Window Closed / Lapsed |