CH627476A5 - Pesticide - Google Patents

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Info

Publication number: CH627476A5
Authority: CH; Switzerland
Prior art keywords: carbon atoms; radical; dichloro; formula; cyanophenyl
Prior art date: 1976-02-21

Application number

CH198477A

Other languages

German (de)

English (en)

Inventor

Richard Dr Sehring

Ricarda Dr Prokic-Immel

Original Assignee

Celamerck Gmbh & Co Kg

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1976-02-21

Filing date

1977-02-17

Publication date

1982-01-15

1977-02-17 Application filed by Celamerck Gmbh & Co Kg filed Critical Celamerck Gmbh & Co Kg

1982-01-15 Publication of CH627476A5 publication Critical patent/CH627476A5/de

Links

239000000575 pesticide Substances 0.000 title claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 17
LIDUSYSXQFAHHK-UHFFFAOYSA-N 2,5-dichloro-4-hydroxybenzonitrile Chemical compound OC1=CC(Cl)=C(C#N)C=C1Cl LIDUSYSXQFAHHK-UHFFFAOYSA-N 0.000 claims description 9
239000004480 active ingredient Substances 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 7
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
150000004707 phenolate Chemical class 0.000 claims description 3
241000607479 Yersinia pestis Species 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
239000011230 binding agent Substances 0.000 claims description 2
229940031826 phenolate Drugs 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
150000001875 compounds Chemical class 0.000 description 17
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
-1 2,5-dichloro-4-cyanophenyl Chemical group 0.000 description 8
229910019142 PO4 Inorganic materials 0.000 description 6
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 6
239000010452 phosphate Substances 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000000203 mixture Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
238000009472 formulation Methods 0.000 description 3
239000000725 suspension Substances 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000238660 Blattidae Species 0.000 description 1
GJPYESGAIZJIGC-UHFFFAOYSA-N C(C)(C)[ClH]P(=S)(C)Cl Chemical compound C(C)(C)[ClH]P(=S)(C)Cl GJPYESGAIZJIGC-UHFFFAOYSA-N 0.000 description 1
QXHSLSJFHFRLTN-UHFFFAOYSA-N C(C)[ClH]P(=S)(C1=CC=CC=C1)Cl Chemical compound C(C)[ClH]P(=S)(C1=CC=CC=C1)Cl QXHSLSJFHFRLTN-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241000221785 Erysiphales Species 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
241001454295 Tetranychidae Species 0.000 description 1
230000000895 acaricidal effect Effects 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000004414 alkyl thio group Chemical group 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
239000002585 base Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000013065 commercial product Substances 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing aromatic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4084—Esters with hydroxyaryl compounds

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Dentistry (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CH198477A 1976-02-21 1977-02-17 Pesticide CH627476A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19762607176 DE2607176A1 (de)	1976-02-21	1976-02-21	Thiono- bzw. thionothiolphosphorsowie thionophosphonsaeureester

Publications (1)

Publication Number	Publication Date
CH627476A5 true CH627476A5 (en)	1982-01-15

Family

ID=5970586

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH198477A CH627476A5 (en)	1976-02-21	1977-02-17	Pesticide

Country Status (11)

Country	Link
JP (1)	JPS52102257A (da)
BE (1)	BE851629A (da)
CH (1)	CH627476A5 (da)
DE (1)	DE2607176A1 (da)
DK (1)	DK141937C (da)
ES (1)	ES456104A1 (da)
FR (1)	FR2341588A1 (da)
GB (1)	GB1530112A (da)
IL (1)	IL51491A (da)
IT (1)	IT1083471B (da)
NL (1)	NL7701731A (da)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1281570A (fr) *	1960-03-07	1962-01-12	Yashima Kagaku Kogyo Kabushiki	Nouveaux esters phosphoriques et thio-phosphoriques, leur procédé de préparation e insecticides les contenant
NL7310390A (en) *	1972-02-07	1975-01-28	Celamerck Gmbh & Co Kg	Thiophosphoric - and thiophosphonic esters - by transesterification using a weak base as catalyst
FR2239475A2 (en) *	1972-02-07	1975-02-28	Celamerck Gmbh & Co Kg	Thiophosphoric - and thiophosphonic esters - by transesterification using a weak base as catalyst
AT321943B (de) *	1972-02-07	1975-04-25	Oicelamerck Gmbh & Co Kg	Verfahren zur herstellung von thionophosphoroder thionophosphonsäureestern

1976
- 1976-02-21 DE DE19762607176 patent/DE2607176A1/de not_active Withdrawn
1977
- 1977-02-17 CH CH198477A patent/CH627476A5/de not_active IP Right Cessation
- 1977-02-18 JP JP1701377A patent/JPS52102257A/ja active Pending
- 1977-02-18 NL NL7701731A patent/NL7701731A/xx not_active Application Discontinuation
- 1977-02-18 IT IT48124/77A patent/IT1083471B/it active
- 1977-02-18 BE BE175103A patent/BE851629A/xx unknown
- 1977-02-18 DK DK70577A patent/DK141937C/da active
- 1977-02-18 IL IL51491A patent/IL51491A/xx unknown
- 1977-02-18 GB GB6983/77A patent/GB1530112A/en not_active Expired
- 1977-02-19 ES ES456104A patent/ES456104A1/es not_active Expired
- 1977-02-21 FR FR7704959A patent/FR2341588A1/fr active Pending

Also Published As

Publication number	Publication date
JPS52102257A (en)	1977-08-27
DK141937B (da)	1980-07-21
IL51491A (en)	1980-12-31
IT1083471B (it)	1985-05-21
IL51491A0 (en)	1977-04-29
NL7701731A (nl)	1977-08-23
DK141937C (da)	1980-12-01
DE2607176A1 (de)	1977-09-01
BE851629A (fr)	1977-08-18
DK70577A (da)	1977-08-22
GB1530112A (en)	1978-10-25
FR2341588A1 (fr)	1977-09-16
ES456104A1 (es)	1978-02-01

Legal Events

Date	Code	Title	Description
1983-10-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2163391A1 (de)	1972-07-27	Pestizide Phosphorthiolatverbindungen
US2615037A (en)	1952-10-21	O,o-di(4-chlorophenyl) n-alkylamidothiophosphates
DE2232075A1 (de)	1973-01-18	Organische phosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide bzw. nematozide
EP0007020B1 (de)	1981-10-14	Organische Phosphorsäureester, Verfahren zu ihrer Herstellung, ihre Verwendung, Schädlingsbekämpfungsmittel und ihre Herstellung
DE1062237B (de)	1959-07-30	Verfahren zur Herstellung von O, O-Dialkylthiolphosphorsaeure- und -thiolthionophosphorsaeure-S-gamma-cyanallylestern
DE2163392C3 (de)	1980-06-04	Neue Phosphorsäureester sowie Verfahren zu deren Herstellung
DE2232076A1 (de)	1973-01-18	Organische phosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide bzw. nematozide
DE1643608C3 (da)	1974-04-25
DE2118495C3 (de)	1979-10-31	Insektizides Mittel
DE2732930A1 (de)	1978-02-02	Neue 0-aethyl-s-n-propyl-0,2,2,2- trihalogenaethylphosphorthiolate (oder -thionothiolate), verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide
CH627476A5 (en)	1982-01-15	Pesticide
EP0115318B1 (de)	1986-04-09	Oximinophosphorsäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schädlingen
DE1136328B (de)	1962-09-13	Verfahren zur Herstellung von Dithiolphosphorsaeureestern
DE2320371A1 (de)	1974-11-07	Thiophosphonsaeureester
EP0097854A1 (de)	1984-01-11	Thiolphosphorsäureester, ihre Herstellung und Verwendung
DE1263748B (de)	1968-03-21	Verfahren zur Herstellung von 2, 2-Dichlor-vinyl-phosphorsaeureestern
DE2316733A1 (de)	1973-10-18	Dithio- und trithiophosphonsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematozide
DE2010396A1 (de)	1971-09-16	Phosphorsäureesterderivate
DE1593747A1 (de)	1970-10-22	Verfahren zur Herstellung neuer phosphorylierter 2-Imino-1,3-dithiole
AT230394B (de)	1963-12-10	Verfahren zur Herstellung neuer Organophosphorverbindungen
EP0204949B1 (de)	1988-08-17	Phosphoroimidate
DE2360493A1 (de)	1975-06-12	Bernsteinsaeureoximidphosphorsaeureester
DE1046034B (de)	1958-12-11	Verfahren zur Herstellung von Thionophosphorsaeureestern
DE2116369A1 (de)	1971-10-28	Phosphor enthaltende Oximino-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung
EP0087615A1 (de)	1983-09-07	Halogenierte 1-Hydroxypyrazole und Verfahren zu ihrer Herstellung