Patent US4094985A successfully refreshed from Google Patents.
US4094985A
Expired / Lapsed
US
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Fungicidal isothiazoles
Assignee: EIDP Inc
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Filing: 1977-03-17
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Granted: 1978-06-13
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Expires: 1997-03-17
Abstract
Abstract Compounds of the formula ##STR1## wherein X is cyano or ##STR2## Q is Cl, --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is hydrogen or alkyl of 1-2 carbon atoms, R 2 is hydrogen or methyl; and R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, With the proviso that (a) when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl and (b) when Q is --SR 1 , R 1 is not hydrogen, are useful as fungicides and reaction intermediates. These compounds may be prepared by reacting substituted 3,4-dimercaptoisothiazole salts with sulfur monochloride.
Inventors
- 👤 Susan Anne Vladuchick
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 12:53
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
88 words
A compound of the formula ##STR21## wherein X is cyano or ##STR22## Q is Cl, --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is hydrogen, alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; and R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, with the proviso that (a) when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl and (b) when Q is SR 1 , R 1 is not hydrogen.
Claim 2
Dependent Claim
88 words
A compound of the formula ##STR21## wherein X is cyano or ##STR22## Q is Cl, --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is hydrogen, alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; and R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, with the proviso that (a) when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl and (b) when Q is SR 1 , R 1 is not hydrogen.
Claim 3
Dependent Claim
19 words
The compound of claim 1 wherein X is cyano or ##STR23## and Q is --NR 2 R 3 .
Claim 4
Dependent Claim
28 words
The compound of claim 1 wherein X is cyano or ##STR24## Q is --NR 2 R 3 and R 3 is hydrogen or alkyl of 1-3 carbon atoms.
Claim 5
Dependent Claim
6 words
The compound of claim 1, isothiazolo[3,4-f]-[1,2,3,4,5]pentathiepine-3-carbonitrile.
Claim 6
Dependent Claim
6 words
The compound of claim 1, isothiazolo[3,4-f]-[1,2,3,4,5]pentathiepine-3-carboxamide.
Claim 7
Dependent Claim
6 words
The compound of claim 1, isothiazolo[3,4-f]-[1,2,3,4,5]pentathiepine-3-[N-(1-methylethyl)carboxamide].
Claim 8
Dependent Claim
97 words
A fungicidal composition consisting essentially of a fungicidally effective amount of a compound of the formula ##STR25## wherein X is cyano or ##STR26## Q is --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl; with the proviso that when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl, and at least one of (a) an inert diluent and (b) a surface active agent.
Claim 9
Dependent Claim
97 words
A fungicidal composition consisting essentially of a fungicidally effective amount of a compound of the formula ##STR25## wherein X is cyano or ##STR26## Q is --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl; with the proviso that when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl, and at least one of (a) an inert diluent and (b) a surface active agent.
Claim 10
Dependent Claim
19 words
The composition of claim 7 wherein X is cyano or ##STR27## and Q is --NR 2 R 3 .
Claim 11
Dependent Claim
28 words
The composition of claim 7 wherein X is cyano or ##STR28## Q is --NR 2 R 3 and R 3 is hydrogen or alkyl of 1-3 carbon atoms.
Claim 12
Dependent Claim
10 words
The composition of claim 7 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-carbonitrile.
Claim 13
Dependent Claim
10 words
The composition of claim 7 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-carboxamide.
Claim 14
Dependent Claim
10 words
The composition of claim 7 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-[N-(1-methylethyl)carboxamide].
Claim 15
Independent Claim
93 words
A method for controlling fungi consisting essentially of applying to the area to be protected a fungicidally effective amount of a compound of the formula ##STR29## wherein X is cyano or r1 ? ##STR30## Q is --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, with the proviso that when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl.
Claim 16
Independent Claim
93 words
A method for controlling fungi consisting essentially of applying to the area to be protected a fungicidally effective amount of a compound of the formula ##STR29## wherein X is cyano or r1 ? ##STR30## Q is --OR 1 , --SR 1 or --NR 2 R 3 ; R 1 is alkyl of 1-2 carbon atoms; R 2 is hydrogen or methyl; R 3 is hydrogen, alkyl of 1-4 carbon atoms or phenyl, with the proviso that when R 2 is hydrogen, R 3 is hydrogen or alkyl of 1-3 carbon atoms or phenyl.
Claim 17
Dependent Claim
19 words
The method of claim 13 wherein X is cyano or ##STR31## and Q is --NR 2 R 3 .
Claim 18
Dependent Claim
28 words
The method of claim 13 wherein X is cyano or ##STR32## Q is --NR 2 R 3 and R 3 is hydrogen or alkyl of 1-3 carbon atoms.
Claim 19
Dependent Claim
10 words
The method of claim 13 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-carbonitrile.
Claim 20
Dependent Claim
10 words
The method of claim 13 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-carboxamide.
Claim 21
Dependent Claim
10 words
The method of claim 13 wherein the compound is isothiazolo[3,4-f][1,2,3,4,5]pentathiepine-3-[N-(1-methylethyl)carboxamide].
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-06-12 | 1981-12-12 | 1982-06-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-12 | 1985-12-12 | 1986-06-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-12 | 1989-12-12 | 1990-06-13 | $7700.00 | Window Closed / Lapsed |