KR830006225A - 새로운 아졸 화합물의 제조방법 - Google Patents
새로운 아졸 화합물의 제조방법 Download PDFInfo
- Publication number
- KR830006225A KR830006225A KR1019810001650A KR810001650A KR830006225A KR 830006225 A KR830006225 A KR 830006225A KR 1019810001650 A KR1019810001650 A KR 1019810001650A KR 810001650 A KR810001650 A KR 810001650A KR 830006225 A KR830006225 A KR 830006225A
- Authority
- KR
- South Korea
- Prior art keywords
- diluent
- solvent
- alkyl
- hydrogen
- inorganic
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Fertilizers (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- 구조 Ⅱ와 같은 케톤을 용매나 희석제, 그리고 무기나 유기염기를 쓰기도 하여 0-100℃에서 구조 Ⅲ와 같은 W-아릴옥시알킬 할리드와 반응시키고 이로부터 형성된 Y가 CO그룹인 구조 Ⅰ의 화합물은 수소화촉매 존재하에 용매나 희석제를 쓰기도 하여 0-100℃에서 착하이드라이드나 수소로 처리되며 Y가CHOH그룹인 구조 Ⅰ의 2차알콜로 환원되거나 또는 0-100℃용매나 희석제, 그리고 마그네슘할리드나 테트라알킬암모늄할리드를 쓰기도 하여 구조 Ⅳ와 같은 그리냐드 화합물과 반응될 수 있으며 이에 형성된 알콜레이트는 다음에 3차 알콜로 가수분해되고, 이렇게 해서 얻어진 2차나 3차 알콜은 0-100℃에서 용매나 희석제, 무기나 유기염기, 그리고 아실화촉매를 쓰기도 하여 C1-C4염화알카노일이나 C1-C4알카노일 무수물과 반응하여 그의 에스테르로 되거나, 또는 그의 알칼리금속염이나 4차 암모늄염이 용매나 희석제, 무기나 유기염기, 그리고 반응가속제 쓰기도 하여 0-100℃에서 구조 Ⅴ의 알킬화 작용제와 반응하여 그의 에스테르로 되며 이와 같이 하여 얻어진 구조 Ⅰ의 화합물은 그의 산부가염이나 금속착화합물로 전환될 수 있는 특징이 있는 구조 Ⅰ과 같은 아졸화합물이 제조공정.윗 구조에서 X는 수소, C1-C4알복시, 트리플루오로메틸이나 페닐이고 m은 1-5사이의 정수, Z이 1보다 클 경우 X1는 같거나 다를 수 있으며 n은 2-5 사이의 정수 Z는 N이나, CH이고 Y는 CO이나 CR1OR2으로서 R1은 수소나 C1-C4-알킬이며 R2는 수소, C1-C4-알킬, C2-C4-알케닐, C2-C4-알키닐, 혹은 C1-C4-알카노일이고, Hal은 염소, 브롬, 혹은 요오드이며 구조 Ⅳ에서의 R1은 C1-C4-알킬이고, 구조 Ⅴ에서 R2은 C2-C4-알킬- C2-C4-알키닐이며 L은 친핵성의 이탈가능한 그룹이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19803019049 DE3019049A1 (de) | 1980-05-19 | 1980-05-19 | Neue azolverbindungen |
DE3019049.9 | 1980-05-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830006225A true KR830006225A (ko) | 1983-09-20 |
KR850000494B1 KR850000494B1 (ko) | 1985-04-11 |
Family
ID=6102758
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810001650A KR850000494B1 (ko) | 1980-05-19 | 1981-05-13 | 아졸 화합물의 제조방법 |
Country Status (18)
Country | Link |
---|---|
US (1) | US4380546A (ko) |
EP (1) | EP0040350B1 (ko) |
JP (1) | JPS5716870A (ko) |
KR (1) | KR850000494B1 (ko) |
AT (1) | ATE4710T1 (ko) |
AU (1) | AU539440B2 (ko) |
BR (1) | BR8103029A (ko) |
CA (1) | CA1163638A (ko) |
CS (1) | CS225838B2 (ko) |
DD (1) | DD158845A5 (ko) |
DE (2) | DE3019049A1 (ko) |
DK (1) | DK160937C (ko) |
HU (1) | HU186884B (ko) |
IL (1) | IL62749A (ko) |
NZ (1) | NZ197127A (ko) |
PH (1) | PH17873A (ko) |
PL (1) | PL127553B2 (ko) |
ZA (1) | ZA813281B (ko) |
Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3126022A1 (de) * | 1981-07-02 | 1983-01-13 | Basf Ag, 6700 Ludwigshafen | Azolverbindungen, verfahren zu ihrer herstellung und diese enthaltende fungizide |
DE3200414A1 (de) * | 1982-01-09 | 1983-07-21 | Bayer Ag, 5090 Leverkusen | Azolyl-thioether-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und pflanzenwachstumsregulatoren |
DE3209431A1 (de) * | 1982-03-16 | 1983-09-22 | Bayer Ag, 5090 Leverkusen | Phenoxypropyltriazolyl-ketone und -carbinole, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
DE3211850A1 (de) * | 1982-03-31 | 1983-10-06 | Basf Ag | Triazolverbindungen, verfahren zu ihrer herstellung und diese enthaltende fungizide |
DE3369131D1 (en) * | 1982-04-22 | 1987-02-19 | Ici Plc | Antifungal azolyl phenyl substituted alicyclic alcohols |
DE3321023A1 (de) * | 1983-06-10 | 1984-12-13 | Basf Ag, 6700 Ludwigshafen | Triazolylalkohole, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
US4648988A (en) * | 1983-12-21 | 1987-03-10 | Janssen Pharmaceutica, N.V. | Water-dilutable wood-preserving liquids |
DE3400829A1 (de) * | 1984-01-12 | 1985-07-18 | Basf Ag, 6700 Ludwigshafen | Alpha-halogen-phenoxyalkylketone, phenoxyalkylketone, verfahren zu ihrer herstellung, sowie ihre verwendung als zwischenprodukte zur herstellung von fungiziden |
CA1249832A (en) * | 1984-02-03 | 1989-02-07 | Shionogi & Co., Ltd. | Azolyl cycloalkanol derivatives and agricultural fungicides |
DE3511922A1 (de) | 1985-04-01 | 1986-10-09 | Basf Ag, 6700 Ludwigshafen | Azolverbindungen, verfahren zu ihrer herstellung und mittel zur regulierung des pflanzenwachstums |
DE3415486A1 (de) * | 1984-04-26 | 1985-10-31 | Basf Ag, 6700 Ludwigshafen | Azolverbindungen, verfahren zu ihrer herstellung und diese enthaltende fungizide |
IL75017A (en) * | 1984-05-04 | 1989-07-31 | Basf Ag | Diastereoselective reduction of alpha-triazolylketones to beta-triazolylcarbinols |
DE3416444A1 (de) * | 1984-05-04 | 1985-11-07 | Basf Ag, 6700 Ludwigshafen | Verfahren zur diastereoselektiven reduktion von (alpha)-triazolylketonen zu ss-triazolylcarbinolen |
DE3420227A1 (de) * | 1984-05-30 | 1985-12-05 | Basf Ag, 6700 Ludwigshafen | Vinylazole, verfahren zu ihrer herstellung und ihre verwendung bei der bekaempfung von pilzen |
DE3437919A1 (de) * | 1984-10-17 | 1986-04-17 | Basf Ag, 6700 Ludwigshafen | Benzyloxyalkylazole und diese enthaltende fungizide |
DE3515309A1 (de) * | 1985-04-27 | 1986-10-30 | Basf Ag, 6700 Ludwigshafen | 1,3-dioxan-5-yl-alkyltriazole, ihre herstellung, ihre verwendung zur regulierung des pflanzenwachstums und mittel dafuer |
DE3763551D1 (de) * | 1986-03-06 | 1990-08-09 | Bayer Ag | 2-hydroxyethyl-azol-derivate. |
DE3702301A1 (de) * | 1986-03-06 | 1987-09-10 | Bayer Ag | 2-hydroxyethyl-azol-derivate |
DE3642632A1 (de) * | 1986-12-13 | 1988-06-23 | Basf Ag | Verfahren zur herstellung von phenoxysubstituierten estern und zwischenprodukte hierfuer |
DE3709806A1 (de) * | 1987-03-25 | 1988-10-06 | Basf Ag | Mittel zur regulierung des pflanzenwachstums |
DE3813129A1 (de) * | 1987-07-01 | 1989-01-12 | Bayer Ag | Hydroxyethyl-azolyl-derivate |
DE3721695A1 (de) * | 1987-07-01 | 1989-01-12 | Bayer Ag | 1-phenoxy-3-triazolyl-1-hexen-derivate |
DE3800306A1 (de) * | 1988-01-08 | 1989-07-20 | Basf Ag | Tert.-butylalkinole, verfahren zu ihrer herstellung und deren verwendung |
WO2010029028A1 (de) * | 2008-09-09 | 2010-03-18 | Basf Se | Imidazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
CN102149693A (zh) * | 2008-09-09 | 2011-08-10 | 巴斯夫欧洲公司 | 三唑化合物、其应用以及含有这些化合物的试剂 |
WO2010029003A1 (de) * | 2008-09-09 | 2010-03-18 | Basf Se | Triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
JP2012502001A (ja) * | 2008-09-09 | 2012-01-26 | ビーエーエスエフ ソシエタス・ヨーロピア | トリアゾール化合物、その使用およびこれらの化合物を含む製剤 |
JP2012502003A (ja) * | 2008-09-09 | 2012-01-26 | ビーエーエスエフ ソシエタス・ヨーロピア | トリアゾール化合物、その使用およびこれらの化合物を含む製剤 |
WO2010028974A1 (de) * | 2008-09-10 | 2010-03-18 | Basf Se | Imidazol- und triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
JP2012501997A (ja) * | 2008-09-10 | 2012-01-26 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺菌剤としてのイミダゾールおよびトリアゾール化合物 |
EP2346835A1 (de) * | 2008-09-22 | 2011-07-27 | Basf Se | Imidazol- und triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
EP2334650A1 (de) * | 2008-09-22 | 2011-06-22 | Basf Se | Imidazol- und triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
CN102159549A (zh) * | 2008-09-22 | 2011-08-17 | 巴斯夫欧洲公司 | 咪唑和三唑化合物、其应用和含有它们的试剂 |
EA201100594A1 (ru) * | 2008-10-07 | 2011-12-30 | Басф Се | Триазольные и имидазольные соединения, их применение, а также содержащие их средства |
WO2010040717A1 (de) * | 2008-10-07 | 2010-04-15 | Basf Se | Triazol- und imidazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
JP2013056832A (ja) * | 2010-01-12 | 2013-03-28 | Univ Of Tokyo | ストリゴラクトン生合成阻害剤 |
WO2011110583A2 (en) * | 2010-03-10 | 2011-09-15 | Basf Se | Fungicidal mixtures comprising triazole derivatives |
CN116082245A (zh) * | 2022-12-26 | 2023-05-09 | 武汉工程大学 | 一种恩康唑晶体及其制备方法和应用 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
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US3658813A (en) * | 1970-01-13 | 1972-04-25 | Janssen Pharmaceutica Nv | 1-(beta-aryl-beta-(r-oxy)-ethyl)-imidazoles |
DE2324010C3 (de) * | 1973-05-12 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | 1-Substituierte 2-Triazolyl-2-phenoxyäthanol-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Pilzen |
DE2423987C2 (de) * | 1974-05-17 | 1986-01-16 | Bayer Ag, 5090 Leverkusen | Metallkomplexe von Azolyläthern, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
DE2429513A1 (de) * | 1974-06-20 | 1976-01-15 | Bayer Ag | Eckige klammer auf 1-imidazolyl-(1) eckige klammer zu-eckige klammer auf 2-(4'(4''-chlorphenyl)-phenoxy eckige klammer zu -4,4-dimethyl-pentan-3-on und seine salze, ein verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
DE2431073A1 (de) * | 1974-06-28 | 1976-01-15 | Bayer Ag | Fungizides mittel |
GB1535777A (en) * | 1975-08-26 | 1978-12-13 | Ici Ltd | Imidazole and 1,2,4-triazole compounds and their use as pesticides |
DE2600799A1 (de) * | 1976-01-10 | 1977-07-14 | Bayer Ag | Acylierte triazolyl-0,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
GB1601453A (en) * | 1977-05-05 | 1981-10-28 | Ici Ltd | Triazole and imidazole derivatives useful in agriculture |
DE2720949A1 (de) * | 1977-05-10 | 1978-11-23 | Bayer Ag | Azolylaether-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
DE2738725A1 (de) * | 1977-08-27 | 1979-03-08 | Basf Ag | Azolylalkohole |
JPS6053018B2 (ja) * | 1977-09-07 | 1985-11-22 | 住友化学工業株式会社 | アゾ−ル系化合物、その製造法および該化合物からなる殺菌剤 |
DE2800544A1 (de) * | 1978-01-07 | 1979-07-19 | Bayer Ag | Carbamoyl-triazolyl-o,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
DE2832234A1 (de) * | 1978-07-21 | 1980-01-31 | Bayer Ag | Alpha -azolyl-keto-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
DE2842137A1 (de) * | 1978-09-28 | 1980-04-17 | Bayer Ag | Halogenierte 1-azolyl-1-fluorphenoxy- butan-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide |
-
1980
- 1980-05-19 DE DE19803019049 patent/DE3019049A1/de not_active Withdrawn
-
1981
- 1981-04-29 CA CA000376539A patent/CA1163638A/en not_active Expired
- 1981-04-29 US US06/258,789 patent/US4380546A/en not_active Expired - Lifetime
- 1981-04-29 IL IL62749A patent/IL62749A/xx not_active IP Right Cessation
- 1981-05-04 DE DE8181103348T patent/DE3160937D1/de not_active Expired
- 1981-05-04 AT AT81103348T patent/ATE4710T1/de not_active IP Right Cessation
- 1981-05-04 EP EP81103348A patent/EP0040350B1/de not_active Expired
- 1981-05-13 KR KR1019810001650A patent/KR850000494B1/ko active
- 1981-05-15 PL PL1981231192A patent/PL127553B2/xx unknown
- 1981-05-15 DD DD81229998A patent/DD158845A5/de not_active IP Right Cessation
- 1981-05-15 BR BR8103029A patent/BR8103029A/pt unknown
- 1981-05-18 JP JP7362181A patent/JPS5716870A/ja active Granted
- 1981-05-18 CS CS813671A patent/CS225838B2/cs unknown
- 1981-05-18 AU AU70673/81A patent/AU539440B2/en not_active Ceased
- 1981-05-18 NZ NZ197127A patent/NZ197127A/xx unknown
- 1981-05-18 DK DK217681A patent/DK160937C/da not_active IP Right Cessation
- 1981-05-18 HU HU811407A patent/HU186884B/hu unknown
- 1981-05-18 ZA ZA00813281A patent/ZA813281B/xx unknown
- 1981-05-18 PH PH25647A patent/PH17873A/en unknown
Also Published As
Publication number | Publication date |
---|---|
US4380546A (en) | 1983-04-19 |
DK217681A (da) | 1981-11-20 |
PL127553B2 (en) | 1983-11-30 |
KR850000494B1 (ko) | 1985-04-11 |
AU539440B2 (en) | 1984-09-27 |
DD158845A5 (de) | 1983-02-09 |
DE3160937D1 (en) | 1983-10-27 |
PH17873A (en) | 1985-01-14 |
DE3019049A1 (de) | 1981-12-03 |
IL62749A0 (en) | 1981-06-29 |
BR8103029A (pt) | 1982-02-09 |
PL231192A2 (ko) | 1982-01-18 |
AU7067381A (en) | 1981-11-26 |
EP0040350A1 (de) | 1981-11-25 |
EP0040350B1 (de) | 1983-09-21 |
HU186884B (en) | 1985-10-28 |
IL62749A (en) | 1984-11-30 |
CA1163638A (en) | 1984-03-13 |
JPS5716870A (en) | 1982-01-28 |
JPH0420911B2 (ko) | 1992-04-07 |
ATE4710T1 (de) | 1983-10-15 |
DK160937B (da) | 1991-05-06 |
CS225838B2 (en) | 1984-02-13 |
NZ197127A (en) | 1983-04-12 |
ZA813281B (en) | 1982-06-30 |
DK160937C (da) | 1991-10-21 |
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