KR830009127A - 시아노히드린 포스페이트의 제조방법 - Google Patents
시아노히드린 포스페이트의 제조방법 Download PDFInfo
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- KR830009127A KR830009127A KR1019820000778A KR820000778A KR830009127A KR 830009127 A KR830009127 A KR 830009127A KR 1019820000778 A KR1019820000778 A KR 1019820000778A KR 820000778 A KR820000778 A KR 820000778A KR 830009127 A KR830009127 A KR 830009127A
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- Prior art keywords
- formula
- process according
- optionally substituted
- aralkyl
- aryl
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- 238000000034 method Methods 0.000 title claims 10
- 229910019142 PO4 Inorganic materials 0.000 title claims 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims 3
- 239000010452 phosphate Substances 0.000 title claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000005108 alkenylthio group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- -1 aralkoxy Chemical group 0.000 claims 3
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims 3
- 125000001769 aryl amino group Chemical group 0.000 claims 3
- 125000005110 aryl thio group Chemical group 0.000 claims 3
- 125000004104 aryloxy group Chemical group 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims 3
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000005109 alkynylthio group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 229910052717 sulfur Chemical group 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- 150000005621 tetraalkylammonium salts Chemical class 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 125000002431 aminoalkoxy group Chemical group 0.000 claims 1
- 150000001924 cycloalkanes Chemical class 0.000 claims 1
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
-
- 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
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
- C07F9/1653—Esters of thiophosphoric acids with arylalkanols
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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
- C07F9/2408—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyalkyl compounds
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- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4075—Esters with hydroxyalkyl compounds
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- 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, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4078—Esters with unsaturated acyclic alcohols
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- 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, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
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- 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, i.e. RP(=X)(XH)2 (X = S, Se)
- C07F9/40—Esters thereof
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- 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
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- C07F9/58—Pyridine rings
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- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
- C07F9/65517—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring condensed with carbocyclic rings or carbocyclic ring systems
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 일반식(IIa)의 포르포르산 클로라이드를 동몰량의 수용성 시아나이드 존재하에서, 촉매의 존재하에서, 수불혼화성 탄화수소의 존재하에서 0 내지 80℃로 일반식(IIIa)의 화합물과 반응시켜 일반식(Ia)의 시아노히드린 포스페이트를 제조하는 방법.상기 식에서R'은 수소 또는 알킬, 알케닐, 알키닐, 시클로알킬, 아르알킬 및 아릴로 임의 치환된 라디칼이거나 임의 치환된 헤테로사이클로라이칼이고, R1'는 알콕시, 아릴옥시, 아르알콕시, 알킬티오, 알케닐티오, 알키닐티오, 아릴티오, 아르알킬티오, 알킬아미노(모노알킬아미노 또는 디알킬아미노), 아릴아미노 및 아르알킬아미노로 임의 치환된 라디칼이고, R21는 알킬, 아릴, 아르알킬, 아릴옥시, 아르알콕시, 알킬티오, 알케닐티오, 알키닐티오, 아릴티오, 아르알킬티오, 알킬아미노(모노 알킬아미노 또는 디알킬아미노) 아릴아미노 및 아르알킬아미노로 임의 치환된 라디칼이고, X는 산소 또는 황이다.
- 제1항에 있어서, 촉매로 테트라알킬 암모늄염을 사용하는 제조방법.
- 제1항 또는 2항에 있어서, 용매가 탄소수 5 내지 10의 직쇄 또는 측쇄 알칸 또는 시클로헥산 또는 메틸벤젠 또는 그의 혼합물인 제조방법.
- 제1항 내지 8항에 있어서 반응이 0 내지 30℃의 온도에서 진행되는 방법.
- 제1항 내지 4항중 어느 하나에 있어서, 일반식(Ia)의 포스포르산 클로라이드 및/또는 일반식 (III)의 알데히드가 상술한 바와 같은 제조방법.
- 제1항에 있어서, 일반식(I)화합물을 실시예 1 내지 48중 어느 하나로 제조하는 방법.
- 제1항에 있어서, 일반식(I)화합물을 실시예 49 내지 82중 어느 하나로 제조하는 방법.
- 일반식(II)의 포스포르산 클로라이드를 동몰량의 수용성 시아나이드 존재하에서, 촉매 존재하에 실제로 수불혼화성 탄화수소의 존재하에서 0 내지 80℃로 온도로 일반식(III)의 알데히드와 반응시켜 일반식(I)의 시아노히드린 포스페이트를 제조하는 방법.상기 식에서R'은 수소 또는 알킬, 알케닐, 알키닐, 시클로알킬, 시클로알케닐 아르알킬, 아르알케닐 및 아릴로 임의 치환된 라디칼이거나 임의 치환된 헤테로사이클로라디칼이고, R1및 R2는 같거나 서로 다르며, 알킬, 알케닐, 알키닐, 아릴, 아르알킬, 알콕시, 아릴옥시, 아르알콕시, 아키티오, 알케닐티오, 알킬닐티오, 아릴티오, 아르알킬티오, 알킬아미노(모노알킬아미노 또는 디알킬아미노), 아릴아미노 및 아르알킬아미노로 임의 치환된 라디칼이거나, 알칸디일, 알칸디옥시, 아미노 알킬옥시 또는 알칸디아미노이고, X는 산소 또는 황이다.
- 제8항에 있어서, 테트라알킬 암모늄염 또는 트리알킬 아르알킬 암모늄염을 촉매로 사용하는 제조방법.
- 제8 내지 9항에 있어서, 용매가 탄소수 5 내지 10을 가진 직쇄 또는 측쇄 알칸 또는 시클로알칸 또는 메틸벤젠 또는 그의 혼합물인 제조 방법.
- 제8 내지 10항중 어느 하나에 있어서, 반응이 0 내지 30℃에서 진행되는 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP3106475.2 | 1981-02-21 | ||
DE3106475.2? | 1981-02-21 | ||
DE19813106475 DE3106475A1 (de) | 1981-02-21 | 1981-02-21 | Verfahren zur herstellung von phosphorsaeurecyanhydrinestern, phosphorsaeurecyanhydrinester, sie enthaltende schaedlingsbekaempfungsmittel und ihre verwendung |
DEP3145009.1 | 1981-11-12 | ||
DE19813145009 DE3145009A1 (de) | 1981-11-12 | 1981-11-12 | Verfahren zur herstellung von phosphorsaeurecyanhydrinestern, phosphorsaeurecyanhydrinester, sie enthaltende schaedlingsbekaempfungsmittel und ihre verwendung |
DE3145009.1? | 1981-11-21 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830009127A true KR830009127A (ko) | 1983-12-17 |
KR880002628B1 KR880002628B1 (ko) | 1988-12-07 |
Family
ID=25791320
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8200778A KR880002628B1 (ko) | 1981-02-21 | 1982-02-22 | 시아노히드린 포스페이트의 제조방법 |
Country Status (17)
Country | Link |
---|---|
US (1) | US4567168A (ko) |
EP (1) | EP0058864B1 (ko) |
KR (1) | KR880002628B1 (ko) |
AT (1) | ATE10002T1 (ko) |
AU (1) | AU8038982A (ko) |
BR (1) | BR8200942A (ko) |
DD (1) | DD208909A5 (ko) |
DE (1) | DE3261013D1 (ko) |
DK (1) | DK73782A (ko) |
EG (1) | EG15557A (ko) |
ES (1) | ES8302013A1 (ko) |
GR (1) | GR78215B (ko) |
IL (1) | IL65059A (ko) |
NZ (1) | NZ199769A (ko) |
PH (1) | PH19101A (ko) |
PL (1) | PL132192B1 (ko) |
PT (1) | PT74417B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4780458A (en) * | 1980-07-16 | 1988-10-25 | Rhone-Poulenc Nederlands B.V. | Phosphorous esters of cyanohydrins |
DE3528265A1 (de) * | 1985-08-07 | 1987-02-12 | Bayer Ag | Phosphonsaeureester |
USH888H (en) * | 1989-03-15 | 1991-02-05 | Rhone-Poulenc Ag Company | Organophosphorus ester compounds of cyanohydrins as insecticides and nematicides |
US5215998A (en) * | 1990-12-18 | 1993-06-01 | Imperial Chemical Industries Plc | Alkylphosphonothioate insecticides |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2965533A (en) * | 1956-04-26 | 1960-12-20 | Shell Oil Co | Phosphate esters of cyanohydrins |
BE566753A (ko) * | 1958-03-28 | |||
DE1224307B (de) * | 1963-05-29 | 1966-09-08 | Boehringer Sohn Ingelheim | Verfahren zur Herstellung von Thiophosphorsaeureestern |
US3927148A (en) * | 1971-08-19 | 1975-12-16 | Exxon Research Engineering Co | O,S{40 -Dialkyl-S-hydrocarbylthioalkyl dithiophosphates |
NZ197634A (en) * | 1980-07-16 | 1985-07-12 | Union Carbide Corp | Phosphorous-containing esters of cyanohydrins and pesticidal compositions thereof |
US4496493A (en) * | 1980-07-16 | 1985-01-29 | Union Carbide Corporation | Phosphorous esters of cyanohydrins |
-
1982
- 1982-01-28 US US06/344,268 patent/US4567168A/en not_active Expired - Fee Related
- 1982-02-08 AT AT82100895T patent/ATE10002T1/de not_active IP Right Cessation
- 1982-02-08 EP EP82100895A patent/EP0058864B1/de not_active Expired
- 1982-02-08 DE DE8282100895T patent/DE3261013D1/de not_active Expired
- 1982-02-11 PT PT74417A patent/PT74417B/pt unknown
- 1982-02-11 AU AU80389/82A patent/AU8038982A/en not_active Abandoned
- 1982-02-16 DD DD82237446A patent/DD208909A5/de unknown
- 1982-02-18 NZ NZ199769A patent/NZ199769A/en unknown
- 1982-02-19 PL PL1982235151A patent/PL132192B1/pl unknown
- 1982-02-19 ES ES509751A patent/ES8302013A1/es not_active Expired
- 1982-02-19 PH PH26891A patent/PH19101A/en unknown
- 1982-02-19 GR GR67354A patent/GR78215B/el unknown
- 1982-02-19 DK DK73782A patent/DK73782A/da not_active Application Discontinuation
- 1982-02-19 IL IL65059A patent/IL65059A/xx unknown
- 1982-02-19 BR BR8200942A patent/BR8200942A/pt unknown
- 1982-02-21 EG EG88/82A patent/EG15557A/xx active
- 1982-02-22 KR KR8200778A patent/KR880002628B1/ko active
Also Published As
Publication number | Publication date |
---|---|
ES509751A0 (es) | 1983-01-16 |
AU8038982A (en) | 1982-09-02 |
NZ199769A (en) | 1985-04-30 |
KR880002628B1 (ko) | 1988-12-07 |
IL65059A (en) | 1986-11-30 |
PL235151A1 (ko) | 1982-10-25 |
IL65059A0 (en) | 1982-04-30 |
DK73782A (da) | 1982-08-22 |
EP0058864A1 (de) | 1982-09-01 |
ES8302013A1 (es) | 1983-01-16 |
EP0058864B1 (de) | 1984-10-24 |
US4567168A (en) | 1986-01-28 |
EG15557A (en) | 1986-09-30 |
DD208909A5 (de) | 1984-04-18 |
PT74417A (en) | 1982-03-01 |
BR8200942A (pt) | 1983-01-04 |
PL132192B1 (en) | 1985-02-28 |
DE3261013D1 (en) | 1984-11-29 |
PT74417B (en) | 1983-07-08 |
GR78215B (ko) | 1984-09-26 |
PH19101A (en) | 1986-01-02 |
ATE10002T1 (de) | 1984-11-15 |
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