IL28974A - Process for the preparation of 2,2-dichlorovinyl phosphoric acid ester amides,new 2,2-dichlorovinyl phosphoric acid ester amides,and the use of such compounds as pesticides - Google Patents

Process for the preparation of 2,2-dichlorovinyl phosphoric acid ester amides,new 2,2-dichlorovinyl phosphoric acid ester amides,and the use of such compounds as pesticides

Info

Publication number: IL28974A
Authority: IL; Israel
Prior art keywords: formula; compound; acid ester; process according; phosphoric acid
Prior art date: 1966-12-13

Application number

IL28974A

Other languages

English (en)

Original Assignee

Bayer Ag

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.)

1966-12-13

Filing date

1967-11-20

Publication date

1971-11-29

1967-11-20 Application filed by Bayer Ag filed Critical Bayer Ag

1971-11-29 Publication of IL28974A publication Critical patent/IL28974A/en

Links

150000001875 compounds Chemical class 0.000 title claims description 71
238000000034 method Methods 0.000 title claims description 37
238000002360 preparation method Methods 0.000 title description 16
MNRWIFMPVCLIDS-UHFFFAOYSA-N 2,2-dichloroethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C(Cl)Cl MNRWIFMPVCLIDS-UHFFFAOYSA-N 0.000 title description 6
150000001408 amides Chemical class 0.000 title description 6
239000000575 pesticide Substances 0.000 title description 2
-1 phosphoric acid ester amides Chemical class 0.000 claims description 38
238000006243 chemical reaction Methods 0.000 claims description 20
239000000203 mixture Substances 0.000 claims description 17
239000002253 acid Substances 0.000 claims description 12
150000002148 esters Chemical class 0.000 claims description 9
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims description 8
239000003085 diluting agent Substances 0.000 claims description 6
229910052736 halogen Inorganic materials 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 5
125000000623 heterocyclic group Chemical group 0.000 claims description 5
241000238631 Hexapoda Species 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
125000005842 heteroatom Chemical group 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
239000011541 reaction mixture Substances 0.000 claims description 3
230000000895 acaricidal effect Effects 0.000 claims description 2
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
229910052698 phosphorus Inorganic materials 0.000 claims 2
239000011574 phosphorus Substances 0.000 claims 2
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239000003795 chemical substances by application Substances 0.000 claims 1
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229910052757 nitrogen Inorganic materials 0.000 claims 1
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ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 6
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CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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125000003545 alkoxy group Chemical group 0.000 description 2
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229910000147 aluminium phosphate Inorganic materials 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
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239000011230 binding agent Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
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150000002170 ethers Chemical class 0.000 description 2
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FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
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125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
229960001760 dimethyl sulfoxide Drugs 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
YYJNOYZRYGDPNH-MFKUBSTISA-N fenpyroximate Chemical compound C=1C=C(C(=O)OC(C)(C)C)C=CC=1CO/N=C/C=1C(C)=NN(C)C=1OC1=CC=CC=C1 YYJNOYZRYGDPNH-MFKUBSTISA-N 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
201000004792 malaria Diseases 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
229940050176 methyl chloride Drugs 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
244000045947 parasite Species 0.000 description 1
239000006072 paste Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000002689 soil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000003756 stirring Methods 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
239000002699 waste material Substances 0.000 description 1
150000003738 xylenes Chemical class 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/564—Three-membered rings
- 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
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2412—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of unsaturated acyclic alcohols
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/59—Hydrogenated pyridine rings
- 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
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/6533—Six-membered rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

IL28974A 1966-12-13 1967-11-20 Process for the preparation of 2,2-dichlorovinyl phosphoric acid ester amides,new 2,2-dichlorovinyl phosphoric acid ester amides,and the use of such compounds as pesticides IL28974A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEF0050914		1966-12-13

Publications (1)

Publication Number	Publication Date
IL28974A true IL28974A (en)	1971-11-29

Family

ID=7104178

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL28974A IL28974A (en)	1966-12-13	1967-11-20	Process for the preparation of 2,2-dichlorovinyl phosphoric acid ester amides,new 2,2-dichlorovinyl phosphoric acid ester amides,and the use of such compounds as pesticides

Country Status (9)

Country	Link
US (1)	US3626036A (de)
BE (1)	BE707931A (de)
CH (1)	CH507991A (de)
DE (1)	DE1568639C3 (de)
ES (1)	ES348216A1 (de)
FR (1)	FR1550540A (de)
GB (1)	GB1154397A (de)
IL (1)	IL28974A (de)
NL (1)	NL6716721A (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3720687A (en) *	1969-09-19	1973-03-13	Shell Oil Co	Furan and thiophene substituted vinyl phosphates
US3951969A (en) *	1969-11-10	1976-04-20	Gaf Corporation	N-substituted-p-(2-chloroethyl)-phosphonamidates
US3865938A (en) *	1973-02-05	1975-02-11	Shell Oil Co	Nematicides

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2947773A (en) *	1956-02-01	1960-08-02	Fmc Corp	Halogenated phosphorus compounds
DE1020019B (de) *	1956-03-14	1957-11-28	Hoechst Ag	Verfahren zur Herstellung von Vinylphosphonsaeuredichlorid
BE590245A (de) *	1959-04-29
CH435850A (de) *	1963-06-21	1967-05-15	Ciba Geigy	Verfahren zur Wirkungsverlängerung von Schädlingsbekämpfungsmitteln

1966
- 1966-12-13 DE DE1568639A patent/DE1568639C3/de not_active Expired
1967
- 1967-11-06 CH CH1547967A patent/CH507991A/de not_active IP Right Cessation
- 1967-11-20 IL IL28974A patent/IL28974A/en unknown
- 1967-12-01 US US687162A patent/US3626036A/en not_active Expired - Lifetime
- 1967-12-08 NL NL6716721A patent/NL6716721A/xx not_active Application Discontinuation
- 1967-12-12 ES ES348216A patent/ES348216A1/es not_active Expired
- 1967-12-13 FR FR1550540D patent/FR1550540A/fr not_active Expired
- 1967-12-13 BE BE707931D patent/BE707931A/xx unknown
- 1967-12-13 GB GB56635/67A patent/GB1154397A/en not_active Expired

Also Published As

Publication number	Publication date
NL6716721A (de)	1968-06-14
DE1568639A1 (de)	1970-03-26
BE707931A (de)	1968-06-13
DE1568639C3 (de)	1975-03-13
FR1550540A (de)	1968-12-20
GB1154397A (en)	1969-06-04
DE1568639B2 (de)	1974-08-01
CH507991A (de)	1971-05-31
ES348216A1 (es)	1969-03-01
US3626036A (en)	1971-12-07

Publication	Publication Date	Title
US3652742A (en)	1972-03-28	2 2-dichloro-vinylphosphoric acid ester amides
US3801679A (en)	1974-04-02	N-(dimethylaminomethylidene)thiol-(thiono)-phosphoric acid ester imides s
IL46687A (en)	1977-12-30	N-sulphenylated oxime-carbamates their preparation and insecticidal acaricidal and nematicidal compositions containing them
US4104377A (en)	1978-08-01	Disubstituted-O-(1-fluoro-2-halogenoethyl)-phosphoric(phosphonic) acid esters, and method of combating insects
IL34985A (en)	1972-11-28	Triazolothiazole esters of phosphoric, phosphonic and phosphonic acids and of the appropriate tionic acids, their preparation and use as insecticides and acaricides
IL29504A (en)	1971-10-20	3,5,6-trichloropyridyl-2-thionophosphonic acid esters
IL28974A (en)	1971-11-29	Process for the preparation of 2,2-dichlorovinyl phosphoric acid ester amides,new 2,2-dichlorovinyl phosphoric acid ester amides,and the use of such compounds as pesticides
IL34950A (en)	1973-01-30	Esters of thiazolo-phosphoric and -phosphonic,thiazolo-thionophosphoric and -thionophosphonic acid,their preparation and use as insecticides and acaricides
IL31318A (en)	1972-04-27	Phosphoric,phosphonic or thionophosphoric(-phosphonic)acid esters of pyridazinediol,their preparation and pest control compositions containing them
CA1051450A (en)	1979-03-27	Thionothiolphosphoric acid ester amides, a process for their preparation and their use as nematocides, insecticides and acaricides
US3763285A (en)	1973-10-02	1-phenyl-2-cyanovinyl(thio)-phosphoric or-phosphonic acid esters
IL31640A (en)	1972-12-29	Thionophosphonic acid esters,their preparation and use for pest control
US3621082A (en)	1971-11-16	Amido-thiono-phosphoric acid phenyl esters
IL37223A (en)	1973-11-28	Esters of O-pyrazolo-pyrimidine- (thionic) - phosphorous and phosphonic acids, their preparation and use as insecticides and mites
US3740427A (en)	1973-06-19	Insecticidally active lower alkyl-substituted 2 - chloro - 2-thiono-1,3,2-dioxaphosphorinane
US3894020A (en)	1975-07-08	3,4,-Dihydro-4-oxo-quinazolin (3)-yl-(thiono)-phosphoric (phosphonic) acid esters
US3773766A (en)	1973-11-20	Cinnolinyl(thiono)phosphoric(phosphonic)acid esters and ester amides
IL33731A (en)	1972-11-28	O,o-dialkyl-s-(1,2,2-trichloroethyl)-thionothiolphosphoric acid esters and o-alkyl-s-(1,2,2-trichloroethyl)-alkane-thionothiolphosphonic acid esters,their preparation and use as insecticides
IL41933A (en)	1977-10-31	Disubstituted n-(aminomethylene)-thiolphosphoric and thiono-phosphoric acid ester amides their production and their use as insecticides and acaricides
IL47240A (en)	1977-11-30	O-triazolyl-(thiono)-phosphoric(phosphonic phosphinic) acid esters and ester-amides their preparation and their use as insecticides acaricides or nematicides
US3752871A (en)	1973-08-14	O - alkyl - n-monoalkyl-s-(n'-acyl-carbamylmethyl) - thionothiolphosphoric acid ester amides
US3646171A (en)	1972-02-29	Bis-(alpha-(thio) phosphoryl oximino)-phenylene-1 4-bis-acetic acid nitriles
IL45796A (en)	1977-07-31	Triazolo-thiazole phosphoric phosphonic thionophosphoric and thionophosphonic acid esters their preparation and their use as insecticides and acaricides
IL32650A (en)	1972-12-29	Thionophosphonic acid esters,their preparation and use for combatting insects
US4013795A (en)	1977-03-22	Combating pests with dichlorovinylthionophosphoric acid ester amides