DE2512177A1 - Verfahren zur herstellung von o,o- dimethyl- bzw. o,o-diaethyl-o-(2,2- dichlorvinyl)-thionophosphorsaeureester - Google Patents
Verfahren zur herstellung von o,o- dimethyl- bzw. o,o-diaethyl-o-(2,2- dichlorvinyl)-thionophosphorsaeureesterInfo
- Publication number
- DE2512177A1 DE2512177A1 DE19752512177 DE2512177A DE2512177A1 DE 2512177 A1 DE2512177 A1 DE 2512177A1 DE 19752512177 DE19752512177 DE 19752512177 DE 2512177 A DE2512177 A DE 2512177A DE 2512177 A1 DE2512177 A1 DE 2512177A1
- Authority
- DE
- Germany
- Prior art keywords
- dimethyl
- acid ester
- diethyl
- methanol
- dichlorovinyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 26
- 229910052760 oxygen Inorganic materials 0.000 title description 7
- 238000004519 manufacturing process Methods 0.000 title description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 45
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 150000002148 esters Chemical class 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 13
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 7
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims 1
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000243 solution Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 4
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- -1 2,2-dichlorovinyl Chemical group 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical class OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- TYQTYRXEMJXFJG-UHFFFAOYSA-N phosphorothious acid Chemical compound OP(O)S TYQTYRXEMJXFJG-UHFFFAOYSA-N 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-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
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 238000003434 Perkow synthesis reaction Methods 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- AYKVWLVCPVEZHW-UHFFFAOYSA-N ethenoxy-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical class OP(O)(=S)OC=C AYKVWLVCPVEZHW-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 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
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/173—Esters of thiophosphoric acids with unsaturated acyclic alcohols
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)
Priority Applications (34)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ZA761709A ZA761709B (en) | 1975-03-20 | 1975-03-19 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl) ester or the o,o-diethyl-o-(2,2-cichlorovinyl) ester of thionophosphoric acid |
DE19752512177 DE2512177A1 (de) | 1975-03-20 | 1975-03-20 | Verfahren zur herstellung von o,o- dimethyl- bzw. o,o-diaethyl-o-(2,2- dichlorvinyl)-thionophosphorsaeureester |
DD191392A DD125683A5 (pt) | 1975-03-20 | 1976-02-20 | |
SE7602119A SE7602119L (sv) | 1975-03-20 | 1976-02-23 | Sett att framstella 0,0-dimetyl-respektive 0,0-dietyl-0-(2,2-diklorvinyl)-tionofosforsyraestrar |
NO760777A NO760777L (pt) | 1975-03-20 | 1976-03-05 | |
AU11853/76A AU504691B2 (en) | 1975-03-20 | 1976-03-11 | O, o-dimethyl-o-(2,2-dichlorovinyl) ester of thionophosphoric acid or its diethyl analogue |
SU7602333904A SU569292A3 (ru) | 1975-03-20 | 1976-03-15 | Способ получени 0,0-диметил-или 0,0-диэтил-0-(2,2-дихлорвинил)тиофосфатов |
BG032622A BG27237A3 (en) | 1975-03-20 | 1976-03-16 | Production method for esters of the 0,0- dimethyl-, respectively- 0,0- diethyl- 0-(2,2- dichlorovinyl)- thionophosphoric acid |
CH328676A CH601330A5 (pt) | 1975-03-20 | 1976-03-16 | |
IL49230A IL49230A (en) | 1975-03-20 | 1976-03-17 | Preparation of the o,o-dimethyl or the o,o-diethyl-o-(2,2-dichlorovinyl) ester of thionophosphoric acid |
EG161/76A EG12366A (en) | 1975-03-20 | 1976-03-17 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl)esters or the o,o-diethyl-o-(2,2-dichlorovinyl esters of thionophosphoric acid,and their used as insecticides |
PT64914A PT64914B (en) | 1975-03-20 | 1976-03-17 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl) ester or the o, o-diethyl-o-(2,2-dichlorovinyl) ester of thionophosphoric acid with insecticidal effect |
JP51028679A JPS51115422A (en) | 1975-03-20 | 1976-03-18 | Process for manufacturing 0*00dimethyll00*2*22dichlorovinyl*ester or 0*00diethyll00*2*22dichlorovinyl*ester of thionophosphoric acid |
RO7685200A RO69116A (ro) | 1975-03-20 | 1976-03-18 | Procedeu pentru prepararea esterului o,o-dialchil al acidului o-(2,2-diclorvinil)-tionofosfonic |
ES446181A ES446181A1 (es) | 1975-03-20 | 1976-03-18 | Procedimiento para la produccion de ester 0, 0-dimetil-, respectivamente, 0, 0-dietil-0-(2, 2-diclorovinil)-tionofos-forico. |
GR50345A GR59318B (en) | 1975-03-20 | 1976-03-18 | Preparation process of o,o-dimethyl-and o,o-diethyl-o-(2,2-dichlorovinyl)-thionophosphoric esters |
LU74593A LU74593A1 (pt) | 1975-03-20 | 1976-03-18 | |
PL1976188056A PL100904B1 (pl) | 1975-03-20 | 1976-03-18 | Sposob wytwarzania estrow o,o-dwumetylo-lub o,o dwuetylo-o-/2,2-dwuchlorowinylowych/kwasu tionofosforowego |
FI760723A FI760723A (pt) | 1975-03-20 | 1976-03-18 | |
AT201876A AT338289B (de) | 1975-03-20 | 1976-03-18 | Verfahren zur herstellung von o,o-dimethyl- bzw. o,o-diathyl-o- (2,2-dichlorvinyl) -thionophosphorsaureester |
BE165284A BE839712A (fr) | 1975-03-20 | 1976-03-18 | Procede de preparation de l'ester de 0,0-dimethyle ou 0,0-diethyle et 0-(2,2-dichlorovinyle) de l'acide thionophosphorique |
CA248,209A CA1058631A (en) | 1975-03-20 | 1976-03-19 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl) ester or the o,o-diethyl-o-(2,2-dichloro-vinyl) ester of thionophosphoric acid |
NL7602928A NL7602928A (nl) | 1975-03-20 | 1976-03-19 | Werkwijze voor het bereiden van o.o-dimethyl- of o.o-diethyl o-(2.2-dichloorvinyl)thionofosfor- zuurester. |
TR18869A TR18869A (tr) | 1975-03-20 | 1976-03-19 | Tionofosforik asidin o,o-dimetil o-(2,2-diklorovinil esteri veya o,o dietil o-(2,2-diklorovinil)esterinin hazirlanisa ait usul |
HU76BA3386A HU173955B (hu) | 1975-03-20 | 1976-03-19 | Sposob poluchenija slozhnogo ehfira 0,0 - dimetil- i 0,0- diehtil - -0- / 2,2-dikhlorvinil/ - tionofosfornoj kisloty |
OA55771A OA05276A (fr) | 1975-03-20 | 1976-03-19 | Procédé de préparation de l'ester de 0, 0-diméthyle et 0-(2,2-dichlorovinyle) de l'acide thionophosphorique. |
BR7601678A BR7601678A (pt) | 1975-03-20 | 1976-03-19 | Processo para a preparacao de ester 0,0-dimetil-ou 0,0-dietil-0-(2,2-diclorovinilico)de acido tionofosforico |
FR7607938A FR2304616A1 (fr) | 1975-03-20 | 1976-03-19 | Procede de preparation de l'ester de o,o-dimethyle ou o,o-diethyle et o-(2,2-dichlorovinyle) de l'acide thionophosphorique |
CS761798A CS191211B2 (en) | 1975-03-20 | 1976-03-19 | Method of production of the 0,0-dimethyl-event. 0,0-diethyl-0-/2,2-dichlorvinyl/esters of the thionofosfor for acid |
DK121476A DK121476A (da) | 1975-03-20 | 1976-03-19 | Fremgangsmade til fremstilling af 0,0-dimethyl- og 0,0-diethyl-0-(2,2-dichlorvinyl)-thionophosphorsyreester |
IE579/76A IE42660B1 (en) | 1975-03-20 | 1976-03-19 | Process for the preparation of the 0,0-dimethyl-0-(2,2-dichlorovinyl) ester and the 0,0-diethyl-0-(2,2-dichlorovinyl) ester of thionophosphoric acid |
GB11163/76A GB1501786A (en) | 1975-03-20 | 1976-03-19 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl)ester and the o,o-diethyl-o-(2,2-dichlorovinyl)ester of thionophosphoric acid |
KE2872A KE2872A (en) | 1975-03-20 | 1978-08-10 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl) ester and the o,o-diethyl-o-(2,2-dichlorovinyl) ester of thionophosporic acid |
MY372/78A MY7800372A (en) | 1975-03-20 | 1978-12-30 | Process for the preparation of the o,o-dimethyl-o-(2,2-dichlorovinyl) ester and the o,o-diethyl-o-(2,2-dichlorovinyl) ester of thionophosphoric acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19752512177 DE2512177A1 (de) | 1975-03-20 | 1975-03-20 | Verfahren zur herstellung von o,o- dimethyl- bzw. o,o-diaethyl-o-(2,2- dichlorvinyl)-thionophosphorsaeureester |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2512177A1 true DE2512177A1 (de) | 1976-10-14 |
Family
ID=5941884
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19752512177 Pending DE2512177A1 (de) | 1975-03-20 | 1975-03-20 | Verfahren zur herstellung von o,o- dimethyl- bzw. o,o-diaethyl-o-(2,2- dichlorvinyl)-thionophosphorsaeureester |
Country Status (34)
Country | Link |
---|---|
JP (1) | JPS51115422A (pt) |
AT (1) | AT338289B (pt) |
AU (1) | AU504691B2 (pt) |
BE (1) | BE839712A (pt) |
BG (1) | BG27237A3 (pt) |
BR (1) | BR7601678A (pt) |
CA (1) | CA1058631A (pt) |
CH (1) | CH601330A5 (pt) |
CS (1) | CS191211B2 (pt) |
DD (1) | DD125683A5 (pt) |
DE (1) | DE2512177A1 (pt) |
DK (1) | DK121476A (pt) |
EG (1) | EG12366A (pt) |
ES (1) | ES446181A1 (pt) |
FI (1) | FI760723A (pt) |
FR (1) | FR2304616A1 (pt) |
GB (1) | GB1501786A (pt) |
GR (1) | GR59318B (pt) |
HU (1) | HU173955B (pt) |
IE (1) | IE42660B1 (pt) |
IL (1) | IL49230A (pt) |
KE (1) | KE2872A (pt) |
LU (1) | LU74593A1 (pt) |
MY (1) | MY7800372A (pt) |
NL (1) | NL7602928A (pt) |
NO (1) | NO760777L (pt) |
OA (1) | OA05276A (pt) |
PL (1) | PL100904B1 (pt) |
PT (1) | PT64914B (pt) |
RO (1) | RO69116A (pt) |
SE (1) | SE7602119L (pt) |
SU (1) | SU569292A3 (pt) |
TR (1) | TR18869A (pt) |
ZA (1) | ZA761709B (pt) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2636786A1 (de) * | 1976-08-16 | 1978-02-23 | Bayer Ag | Verfahren zur herstellung von o,o-dimethyl-o-(2,2-dichlorvinyl) -thionophosphorsaeureester |
US7576301B2 (en) | 2004-09-28 | 2009-08-18 | Freegen Research Limited | Building incorporating a thermal insulation assembly and method of conserving energy |
-
1975
- 1975-03-19 ZA ZA761709A patent/ZA761709B/xx unknown
- 1975-03-20 DE DE19752512177 patent/DE2512177A1/de active Pending
-
1976
- 1976-02-20 DD DD191392A patent/DD125683A5/xx unknown
- 1976-02-23 SE SE7602119A patent/SE7602119L/xx unknown
- 1976-03-05 NO NO760777A patent/NO760777L/no unknown
- 1976-03-11 AU AU11853/76A patent/AU504691B2/en not_active Expired
- 1976-03-15 SU SU7602333904A patent/SU569292A3/ru active
- 1976-03-16 BG BG032622A patent/BG27237A3/xx unknown
- 1976-03-16 CH CH328676A patent/CH601330A5/xx not_active IP Right Cessation
- 1976-03-17 PT PT64914A patent/PT64914B/pt unknown
- 1976-03-17 IL IL49230A patent/IL49230A/xx unknown
- 1976-03-17 EG EG161/76A patent/EG12366A/xx active
- 1976-03-18 FI FI760723A patent/FI760723A/fi not_active Application Discontinuation
- 1976-03-18 JP JP51028679A patent/JPS51115422A/ja active Pending
- 1976-03-18 ES ES446181A patent/ES446181A1/es not_active Expired
- 1976-03-18 GR GR50345A patent/GR59318B/el unknown
- 1976-03-18 LU LU74593A patent/LU74593A1/xx unknown
- 1976-03-18 PL PL1976188056A patent/PL100904B1/pl unknown
- 1976-03-18 BE BE165284A patent/BE839712A/xx unknown
- 1976-03-18 RO RO7685200A patent/RO69116A/ro unknown
- 1976-03-18 AT AT201876A patent/AT338289B/de not_active IP Right Cessation
- 1976-03-19 CA CA248,209A patent/CA1058631A/en not_active Expired
- 1976-03-19 BR BR7601678A patent/BR7601678A/pt unknown
- 1976-03-19 HU HU76BA3386A patent/HU173955B/hu unknown
- 1976-03-19 CS CS761798A patent/CS191211B2/cs unknown
- 1976-03-19 GB GB11163/76A patent/GB1501786A/en not_active Expired
- 1976-03-19 DK DK121476A patent/DK121476A/da unknown
- 1976-03-19 OA OA55771A patent/OA05276A/xx unknown
- 1976-03-19 FR FR7607938A patent/FR2304616A1/fr active Granted
- 1976-03-19 TR TR18869A patent/TR18869A/xx unknown
- 1976-03-19 IE IE579/76A patent/IE42660B1/en unknown
- 1976-03-19 NL NL7602928A patent/NL7602928A/xx not_active Application Discontinuation
-
1978
- 1978-08-10 KE KE2872A patent/KE2872A/xx unknown
- 1978-12-30 MY MY372/78A patent/MY7800372A/xx unknown
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