Patent US4167576A successfully refreshed from Google Patents.
US4167576A
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Cyanoaralkylheterocyclic compounds
Assignee: Rohm and Haas Co
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Filing: 1977-10-06
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Granted: 1979-09-11
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Expires: 1997-10-06
Abstract
Abstract This invention relates to phenoxy, phenylthio, phenylsulfinyl and phenylsulfonyl substituted cyano aralkyl imidazoles and triazoles, their enantiomorphs, acid addition salts and metal salt complexes thereof as well as their methods of preparation and use as broad spectrum systemic fungicides useful in controlling phytopathogenic fungi.
Inventors
- 👤 George A. Miller
- 👤 Hak-Foon Chan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 23:48
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; A01N43/64; A01N43/647; A01N43/653; C07C; C07C323/00; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
225 words
A compound of the formula ##STR7## wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, nitro, cyano, trihalomethyl, mono (C 1 to C 4 ) alkylamino and di (C 1 to C 4 ) alkylamino; R 3 is selected from the group consisting of hydrogen, (C 1 to C 12 ) alkyl, (C 3 to C 8 ) cycloalkyl, (C 2 to C 8 ) cycloalkenyl, (C 6 to C 10 ) aryl or (C 6 to C 10 ) aryl substituted with up to 3 substituents selected from the group consisting of halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, and nitro and (C 7 to C 11 ) aralkyl or C 7 to C 11 ) aralkyl substituted with up to three substituents selected from the group consisting of halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, and nitro; Z is 1-imidazoyl; X is selected from the group consisting of CH 2 , O, S, SO, and SO 2 ; m and n are independently zero or the integer 1 or 2; p is an integer from 1 to 5; and the agronomically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
225 words
A compound of the formula ##STR7## wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, nitro, cyano, trihalomethyl, mono (C 1 to C 4 ) alkylamino and di (C 1 to C 4 ) alkylamino; R 3 is selected from the group consisting of hydrogen, (C 1 to C 12 ) alkyl, (C 3 to C 8 ) cycloalkyl, (C 2 to C 8 ) cycloalkenyl, (C 6 to C 10 ) aryl or (C 6 to C 10 ) aryl substituted with up to 3 substituents selected from the group consisting of halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, and nitro and (C 7 to C 11 ) aralkyl or C 7 to C 11 ) aralkyl substituted with up to three substituents selected from the group consisting of halogen, (C 1 to C 4 ) alkyl, (C 1 to C 4 ) alkoxy, and nitro; Z is 1-imidazoyl; X is selected from the group consisting of CH 2 , O, S, SO, and SO 2 ; m and n are independently zero or the integer 1 or 2; p is an integer from 1 to 5; and the agronomically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
12 words
A compound according to claim 1 wherein m is equal to zero.
Claim 4
Dependent Claim
10 words
A compound according to claim 2 wherein n is zero.
Claim 5
Dependent Claim
12 words
A compound according to claim 3 wherein p is the integer 1.
Claim 6
Dependent Claim
17 words
A compound according to claim 4 wherein R 3 is (C 1 to C 12 ) alkyl.
Claim 7
Dependent Claim
11 words
A compound according to claim 5 wherein R 3 is n-butyl.
Claim 8
Dependent Claim
16 words
A compound according to claim 6 wherein X is O, S, SO, or SO 2 .
Claim 9
Dependent Claim
18 words
A compound according to claim 7 having the formula ##STR8## and the agronomically acceptable acid addition salts thereof.
Claim 10
Dependent Claim
18 words
A compound according to claim 7 having the formula ##STR9## and the agronomically acceptable acid addition salts thereof.
Claim 11
Dependent Claim
18 words
A compound according to claim 7 having the formula ##STR10## and the agronomically acceptable acid addition salts thereof.
Claim 12
Dependent Claim
18 words
A compound according to claim 7 having the formula ##STR11## and the agronomically acceptable acid addition salts thereof.
Claim 13
Dependent Claim
25 words
A fungicidal composition which comprises an agriculturally acceptable carrier and as the active ingredient a fungicidally effective amount of a compound according to claim 1.
Claim 14
Dependent Claim
30 words
A method for controlling phytopathogenic fungi which comprises applying to the plant, the plant seed, or the plant habitat, a fungicidally effective amount of a compound according to claim 1.
References Cited (Backward Citations)
US3826836A
Cited
US4073921A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-09-10 | 1983-03-12 | 1983-09-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-10 | 1987-03-12 | 1987-09-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-10 | 1991-03-12 | 1991-09-11 | $7700.00 | Window Closed / Lapsed |