US4013657A
Expired / Lapsed
US
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O-ethyl-S-n-propyl-O-[pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid esters
Assignee: Bayer AG
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Filing: 1974-08-16
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Granted: 1977-03-22
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Expires: 1994-08-16
Abstract
Abstract O-ethyl-S-n-propyl-O-[pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid esters of the formula ##SPC1## In which R 1 is hydrogen, alkyl, substituted alkyl, alkenyl, alkynyl, aryl, substituted aryl, a five- or six-membered heterocyclic radical, or a five- or six-membered heterocyclic radical bonded to the nitrogen via a methyl group, and R 2 and R 3 each independently is hydrogen or alkyl, or together are (CH) 4 forming a fused benzene ring with the adjoining carbon atoms Which possess insecticidal and acaricidal properties.
Inventors
- 👤 Wolfgang Hofer
- 👤 Fritz Maurer
- 👤 Hans-Jochem Riebel
- 👤 Lothar Rohe
- 👤 Ingeborg Hammann
- 👤 Wilhelm Stendel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 13:29
CPC Classifications
A; A01; A01N; A01N57/00; A01N57/10; A01N57/16; C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/650905
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
141 words
An O-ethyl-S-n-propyl-O-[pyridaz-(6)-on-(3)-yl]-thiono-thiolphosphoric acid ester of the formula ##SPC9## in which R 1 is hydrogen, alkyl with 1 to 6 carbon atoms, or alkyl with 1 to 6 carbon atoms carrying a substituent selected from nitrile, halogen, alkoxycarbonyl, alkylcarbonyl, alkoxy and alkylthio, in each case with 1 to 4 carbon atoms in the alkyl moiety; methyl substituted by pyrrolidine, piperidine or thiophene-1,1-dioxide; alkenyl or alkynyl with 2 to 6 carbon atoms; phenyl or phenyl carrying one substituent selected from halogen, alkyl with 1 to 4 carbon atoms, nitro, nitrile, alkoxy and alkylthio, each with 1 or 2 carbon atoms and 2 to 5 halogen atoms; pyrrolidine, piperidine or thiophene-1,1-dioxide, and R 2 and R 3 each independently is hydrogen or alkyl with 1 to 4 carbon atoms, or together are (CH) 4 forming a fused benzene ring with the adjoining carbon atoms.
Claim 2
Dependent Claim
141 words
An O-ethyl-S-n-propyl-O-[pyridaz-(6)-on-(3)-yl]-thiono-thiolphosphoric acid ester of the formula ##SPC9## in which R 1 is hydrogen, alkyl with 1 to 6 carbon atoms, or alkyl with 1 to 6 carbon atoms carrying a substituent selected from nitrile, halogen, alkoxycarbonyl, alkylcarbonyl, alkoxy and alkylthio, in each case with 1 to 4 carbon atoms in the alkyl moiety; methyl substituted by pyrrolidine, piperidine or thiophene-1,1-dioxide; alkenyl or alkynyl with 2 to 6 carbon atoms; phenyl or phenyl carrying one substituent selected from halogen, alkyl with 1 to 4 carbon atoms, nitro, nitrile, alkoxy and alkylthio, each with 1 or 2 carbon atoms and 2 to 5 halogen atoms; pyrrolidine, piperidine or thiophene-1,1-dioxide, and R 2 and R 3 each independently is hydrogen or alkyl with 1 to 4 carbon atoms, or together are (CH) 4 forming a fused benzene ring with the adjoining carbon atoms.
Claim 3
Dependent Claim
23 words
The compound according to claim 1 wherein such compound is at least one of O-ethyl-S-n-propyl-O-[1-methyl-4- and 5-methyl-pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid esters of the formulas ##SPC10##
Claim 4
Dependent Claim
17 words
The compound according to claim 1 wherein such compound is O-ethyl-S-n-propyl-O-[1-ethoxycarbonylmethyl-pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid ester of the formula ##SPC11##
Claim 5
Dependent Claim
23 words
The compound according to claim 1 wherein such compound is at least one of O-ethyl-S-n-propyl-O-[1-β-cyanoethyl-4- and 5-methyl-pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid esters of the formulas ##SPC12##
Claim 6
Dependent Claim
17 words
The compound according to claim 1 wherein such compound is O-ethyl-S-n-propyl-O-[1-phenyl-pyridaz-(6)-on-(3)-yl]-thionothiolphosphoric acid ester of the formula ##SPC13##
Claim 7
Dependent Claim
17 words
The compound according to claim 1 wherein such compound is O-ethyl-S-n-propyl-O-[phthalaz-(8)-on-(3)-yl]-thionothiolphosphoric acid ester of the formula ##SPC14##
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) | 1980-03-21 | 1980-09-20 | 1981-03-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-03-21 | 1984-09-20 | 1985-03-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-03-21 | 1988-09-20 | 1989-03-22 | $7700.00 | Window Closed / Lapsed |