US4275079A
Expired / Lapsed
US
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Fungicidal N-alkynylanilides
Assignee: Roche Holdings Inc
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Filing: 1980-05-07
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Granted: 1981-06-23
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Expires: 2000-05-07
Abstract
Abstract N-alkynylanilides, a process for their preparation, fungicidal compositions containing the N-alkynylanilides as the active ingredient and methods for the use of such compounds or compositions for combatting plant fungi are disclosed.
Inventors
- 👤 Franz Dorn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 00:14
CPC Classifications
A; A01; A01N; A01N37/00; A01N37/36
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
117 words
A compound of the formula ##STR6## wherein R is hydrogen, methyl or ethyl, R 1 is hydrogen or methyl, R 2 and R 3 each are alkyl of from 1 to 3 carbon atoms, alkoxy of from 1 to 3 carbon atoms or halogen, R 4 is hydrogen, alkyl of from 1 to 3 carbon atoms or halogen and R 5 is the group --CH 2 --O--R 6 or --CH 2 --S--R 6 in which R 6 is alkenyl of 3 or 4 carbon atoms or alkynyl of 3 or 4 carbon atoms, with the proviso that the total number of carbon atoms in substituents R 2 , R 3 and R 4 does not exceed 6.
Claim 2
Dependent Claim
117 words
A compound of the formula ##STR6## wherein R is hydrogen, methyl or ethyl, R 1 is hydrogen or methyl, R 2 and R 3 each are alkyl of from 1 to 3 carbon atoms, alkoxy of from 1 to 3 carbon atoms or halogen, R 4 is hydrogen, alkyl of from 1 to 3 carbon atoms or halogen and R 5 is the group --CH 2 --O--R 6 or --CH 2 --S--R 6 in which R 6 is alkenyl of 3 or 4 carbon atoms or alkynyl of 3 or 4 carbon atoms, with the proviso that the total number of carbon atoms in substituents R 2 , R 3 and R 4 does not exceed 6.
Claim 3
Dependent Claim
9 words
A compound of claim 1 wherein R is hydrogen.
Claim 4
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is methyl.
Claim 5
Dependent Claim
10 words
A compound of claim 2 wherein R 1 is methyl.
Claim 6
Dependent Claim
11 words
A compound of claim 1 wherein the substituted phenyl is 2,6-dimethylphenyl.
Claim 7
Dependent Claim
11 words
A compound of claim 2 wherein the substituted phenyl is 2,6-dimethylphenyl.
Claim 8
Dependent Claim
11 words
A compound of claim 3 wherein the substituted phenyl is 2,6-dimethylphenyl.
Claim 9
Dependent Claim
21 words
A compound of claim 1 wherein R 5 is --CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 10
Dependent Claim
21 words
A compound of claim 2 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 11
Dependent Claim
21 words
A compound of claim 3 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 12
Dependent Claim
21 words
A compound of claim 4 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 13
Dependent Claim
21 words
A compound of claim 5 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 14
Dependent Claim
21 words
A compound of claim 6 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 15
Dependent Claim
21 words
A compound of claim 7 wherein R 5 is CH 2 --O--R 6 in which R 6 is allyl or propargyl.
Claim 16
Dependent Claim
6 words
A compound of claim 1, 2-allyloxy-N-(1-methyl-2-propynyl)-2',6'-acetoxylidide.
Claim 17
Dependent Claim
6 words
A compound of claim 1, N-(1-methyl-2-propynyl)-2-(2-propynyloxy)-2',6'-acetoxylidide.
Claim 18
Dependent Claim
138 words
A fungicidal composition which comprises compatible carrier material and, as the active ingredient, an amount which is effective as a fungicide of a compound of the formula ##STR7## wherein R is hydrogen, methyl or ethyl, R 1 is hydrogen or methyl, R 2 and R 3 each are alkyl of from 1 to 3 carbon atoms, alkoxy of from 1 to 3 carbon atoms or halogen, R 4 is hydrogen, alkyl of from 1 to 3 carbon atoms or halogen and R 5 is the group --CH 2 --O--R 6 or --CH 2 --S--R 6 in which R 6 is alkenyl of 3 or 4 carbon atoms or alkynyl of 3 or 4 carbon atoms, with the proviso that the total number of carbon atoms in substituents R 2 ,R 3 and R 4 does not exceed 6.
Claim 19
Dependent Claim
138 words
A fungicidal composition which comprises compatible carrier material and, as the active ingredient, an amount which is effective as a fungicide of a compound of the formula ##STR7## wherein R is hydrogen, methyl or ethyl, R 1 is hydrogen or methyl, R 2 and R 3 each are alkyl of from 1 to 3 carbon atoms, alkoxy of from 1 to 3 carbon atoms or halogen, R 4 is hydrogen, alkyl of from 1 to 3 carbon atoms or halogen and R 5 is the group --CH 2 --O--R 6 or --CH 2 --S--R 6 in which R 6 is alkenyl of 3 or 4 carbon atoms or alkynyl of 3 or 4 carbon atoms, with the proviso that the total number of carbon atoms in substituents R 2 ,R 3 and R 4 does not exceed 6.
Claim 20
Dependent Claim
12 words
The fungicidal composition of claim 17 wherein the active ingredient is 2-allyloxy-N-(1-methyl-2-propynyl)-2',6'-acetoxylidide.
Claim 21
Dependent Claim
12 words
The fungicidal composition of claim 17 wherein the active ingredient is N-(1-methyl-2-propynyl)-2-(2-propynyloxy)-2',6'-acetoxylidide.
Claim 22
Dependent Claim
20 words
A method for combatting plant fungi which comprises treating the plants to be protected with the composition of claim 17.
Claim 23
Dependent Claim
11 words
The method of claim 20 wherein the active ingredient is 2-allyloxy-N-(1-methyl-2-propynyl)-2',6'-acetoxylidide.
Claim 24
Dependent Claim
11 words
The method of claim 20 wherein the active ingredient is N-(1-methyl-2-propynyl)-2-(2-propynyloxy)-2',6'-acetoxylidide.
References Cited (Backward Citations)
US4151295A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-06-22 | 1984-12-22 | 1985-06-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-06-22 | 1988-12-22 | 1989-06-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-06-22 | 1992-12-22 | 1993-06-23 | $7700.00 | Window Closed / Lapsed |