IL44555A - Pyrimidyl (thio)phosphoric acid esters - Google Patents

Pyrimidyl (thio)phosphoric acid esters

Info

Publication number: IL44555A
Authority: IL; Israel
Prior art keywords: compositions; insecticidal; active ingredient; diluent; compounds
Prior art date: 1973-05-25

Application number

IL44555A

Other languages

English (en)

Other versions

IL44555A0 (en

Original Assignee

Ici Ltd

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.)

1973-05-25

Filing date

1974-04-03

Publication date

1977-01-31

1974-04-03 Application filed by Ici Ltd filed Critical Ici Ltd

1974-06-30 Publication of IL44555A0 publication Critical patent/IL44555A0/xx

1977-01-31 Publication of IL44555A publication Critical patent/IL44555A/en

Links

-1 Pyrimidyl (thio)phosphoric acid esters Chemical class 0.000 title claims description 3
150000001875 compounds Chemical class 0.000 claims description 38
239000000203 mixture Substances 0.000 claims description 30
241000607479 Yersinia pestis Species 0.000 claims description 22
239000004480 active ingredient Substances 0.000 claims description 21
238000002360 preparation method Methods 0.000 claims description 14
238000000034 method Methods 0.000 claims description 12
239000003085 diluting agent Substances 0.000 claims description 11
230000000749 insecticidal effect Effects 0.000 claims description 11
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
239000002904 solvent Substances 0.000 claims description 9
239000002917 insecticide Substances 0.000 claims description 5
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
239000005864 Sulphur Chemical group 0.000 claims description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
239000008187 granular material Substances 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical group [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
239000000080 wetting agent Substances 0.000 claims description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
206010061217 Infestation Diseases 0.000 claims description 3
239000002585 base Substances 0.000 claims description 3
239000002270 dispersing agent Substances 0.000 claims description 3
239000003995 emulsifying agent Substances 0.000 claims description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
229910019142 PO4 Inorganic materials 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims description 2
125000003545 alkoxy group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
230000000855 fungicidal effect Effects 0.000 claims description 2
239000000417 fungicide Substances 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
239000010452 phosphate Substances 0.000 claims description 2
229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
238000009736 wetting Methods 0.000 claims description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
229910052794 bromium Chemical group 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
241000238631 Hexapoda Species 0.000 description 6
SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 6
239000012141 concentrate Substances 0.000 description 5
239000006185 dispersion Substances 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
239000000243 solution Substances 0.000 description 4
241000196324 Embryophyta Species 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000008262 pumice Substances 0.000 description 3
239000007921 spray Substances 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
241000256118 Aedes aegypti Species 0.000 description 2
241001124076 Aphididae Species 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
241001608567 Phaedon cochleariae Species 0.000 description 2
241000255969 Pieris brassicae Species 0.000 description 2
241000500437 Plutella xylostella Species 0.000 description 2
KMJJJTCKNZYTEY-UHFFFAOYSA-N chloro-diethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(Cl)(=S)OCC KMJJJTCKNZYTEY-UHFFFAOYSA-N 0.000 description 2
238000010410 dusting Methods 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000005507 spraying Methods 0.000 description 2
CWLLGCJZWOJVPK-UHFFFAOYSA-N 2-(dimethylamino)-6-(trifluoromethyl)-1h-pyrimidin-4-one Chemical compound CN(C)C1=NC(=O)C=C(C(F)(F)F)N1 CWLLGCJZWOJVPK-UHFFFAOYSA-N 0.000 description 1
SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 description 1
HAEVLZUBSLBWIX-UHFFFAOYSA-N 2-octylphenol;oxirane Chemical compound C1CO1.CCCCCCCCC1=CC=CC=C1O HAEVLZUBSLBWIX-UHFFFAOYSA-N 0.000 description 1
241001425390 Aphis fabae Species 0.000 description 1
241000256113 Culicidae Species 0.000 description 1
241000257226 Muscidae Species 0.000 description 1
241000131102 Oryzaephilus Species 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
241000254179 Sitophilus granarius Species 0.000 description 1
241000344246 Tetranychus cinnabarinus Species 0.000 description 1
229920005551 calcium lignosulfonate Polymers 0.000 description 1
XFBJRFNXPUCPKU-UHFFFAOYSA-N chloro-dimethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound COP(Cl)(=S)OC XFBJRFNXPUCPKU-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
LGTLXDJOAJDFLR-UHFFFAOYSA-N diethyl chlorophosphate Chemical compound CCOP(Cl)(=O)OCC LGTLXDJOAJDFLR-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000000227 grinding Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
150000002903 organophosphorus compounds Chemical class 0.000 description 1
230000000361 pesticidal effect Effects 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
238000006748 scratching Methods 0.000 description 1
230000002393 scratching effect Effects 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000010998 test method Methods 0.000 description 1
231100000925 very toxic Toxicity 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- 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
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3

Landscapes

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

IL44555A 1973-05-25 1974-04-03 Pyrimidyl (thio)phosphoric acid esters IL44555A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB2520773A GB1409202A (en)	1973-05-25	1973-05-25	Fluorine-containing organo-phosphorus esters having pesticidal properties

Publications (2)

Publication Number	Publication Date
IL44555A0 IL44555A0 (en)	1974-06-30
IL44555A true IL44555A (en)	1977-01-31

Family

ID=10223960

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL44555A IL44555A (en)	1973-05-25	1974-04-03	Pyrimidyl (thio)phosphoric acid esters

Country Status (6)

Country	Link
JP (1)	JPS5046841A (de)
CH (1)	CH585016A5 (de)
DE (1)	DE2425237A1 (de)
FR (1)	FR2230651B1 (de)
GB (1)	GB1409202A (de)
IL (1)	IL44555A (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3528264A1 (de) *	1985-08-07	1987-02-12	Bayer Ag	Phosphor(phosphon)-saeureester
DE3542173A1 (de) *	1985-11-29	1987-06-04	Basf Ag	Phosphorsaeurederivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen
DE3914714A1 (de) *	1989-05-04	1990-11-22	Bayer Ag	Pyrimidinyl (thiono) (thiol)-phosphor(phosphon)saeure(amid)ester
DE19917785A1 (de) *	1999-04-20	2000-10-26	Bayer Ag	2,4-Diamino-pyrimidin-Derivate

1973
- 1973-05-25 GB GB2520773A patent/GB1409202A/en not_active Expired
1974
- 1974-04-03 IL IL44555A patent/IL44555A/en unknown
- 1974-05-21 JP JP49056199A patent/JPS5046841A/ja active Pending
- 1974-05-24 CH CH714374A patent/CH585016A5/xx not_active IP Right Cessation
- 1974-05-24 DE DE19742425237 patent/DE2425237A1/de active Pending
- 1974-05-24 FR FR7418098A patent/FR2230651B1/fr not_active Expired

Also Published As

Publication number	Publication date
DE2425237A1 (de)	1974-12-12
IL44555A0 (en)	1974-06-30
JPS5046841A (de)	1975-04-25
FR2230651B1 (de)	1977-10-14
FR2230651A1 (de)	1974-12-20
AU6937974A (en)	1975-11-27
GB1409202A (en)	1975-10-08
CH585016A5 (de)	1977-02-28

Publication	Publication Date	Title
PL84208B1 (de)	1976-03-31
US3686200A (en)	1972-08-22	Phosphoric acid esters
US4041157A (en)	1977-08-09	Fungicidal pyrimidine derivatives
US3657247A (en)	1972-04-18	Pesticidal halogen-substituted pyrimidinyl phosphorus esters
US4014882A (en)	1977-03-29	Trifluoromethyl substituted pyrimidine derivatives useful as insecticides
US3629474A (en)	1971-12-21	Insecticidal and fungicidal compositions and methods of combating fungi and insects using isoxazolyl carbamates
IL44555A (en)	1977-01-31	Pyrimidyl (thio)phosphoric acid esters
US3932631A (en)	1976-01-13	Certain organophosphorus compounds used to control insects
US4237168A (en)	1980-12-02	N-(4-Chloro-2-methylphenyl)-N-hydroxy methanimidamide and its pesticidal use
CA1047497A (en)	1979-01-30	Heterocyclic derivative
US3767662A (en)	1973-10-23	Certain 1,3-thiazolidin-4-ones
US4225595A (en)	1980-09-30	Piperazine phosphates and phosphonate insecticides
GB2055103A (en)	1981-02-25	5-pyrimidinols and phosphorus esters thereof
CH629084A5 (de)	1982-04-15	Insektizide, akarizide und nematizide sowie verfahren zur herstellung neuer o-aethyl-s-n-propyl-0,2,2,2-trihalogen-aethylphosphorthiolate (oder -thionothiolate).
US4048172A (en)	1977-09-13	Carbonylmethylpyrimidin-6-yl phosphates and phosphorothionates
US3325492A (en)	1967-06-13	Thiophosphoric (-phosphonic, -phosphinic) or dithiophosphoric (-phosphonic, -phosphinic) acid esters
US3935212A (en)	1976-01-27	Pesticidal substituted 2-hydroxylaminopyrimidinyl phosphorus esters
US4439430A (en)	1984-03-27	O,O-Diethyl O-[(p-tertiarybutylthio)phenyl]phosphorothioates and its insecticidal use
US3705914A (en)	1972-12-12	Pesticidal carbamate derivatives of naphthaquinones
US4424217A (en)	1984-01-03	Substituted phenyl phosphorothioates and their use as pesticides
DE69117310T2 (de)	1996-11-14	Biphosphorylhydrazine und ihre Anwendung als Pestizide
US3551562A (en)	1970-12-29	Insecticidal use of s-((4-oxo-1,2,3-benzotriazin - 3(4h)-yl) - methyl) phosphorothioates and phosphorodithioates
US3843655A (en)	1974-10-22	Heterocyclic compounds and compositions
US3151022A (en)	1964-09-29	Omicron, omicron-dimethyl-omicron-(4-methylmercaptophenyl) phosphate and pesticidal use
US3502670A (en)	1970-03-24	S-((4-oxo - 1,2,3-benzotriazin-3(4h)-yl)-methyl) phosphorothioates and phosphorodithioates