KR830003456A - 제초제의 완화제로 유용한 2-클로로-4,5-디치환-티아졸 - Google Patents
제초제의 완화제로 유용한 2-클로로-4,5-디치환-티아졸 Download PDFInfo
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- KR830003456A KR830003456A KR1019800003808A KR800003808A KR830003456A KR 830003456 A KR830003456 A KR 830003456A KR 1019800003808 A KR1019800003808 A KR 1019800003808A KR 800003808 A KR800003808 A KR 800003808A KR 830003456 A KR830003456 A KR 830003456A
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- South Korea
- Prior art keywords
- alkyl
- compound
- formula
- phenyl
- structural formula
- Prior art date
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- -1 2-chloro-4,5-disubstituted-thiazole Chemical class 0.000 title claims 4
- 239000004009 herbicide Substances 0.000 title claims 3
- 239000003974 emollient agent Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 229960001413 acetanilide Drugs 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000003444 phase transfer catalyst Substances 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 101000939500 Homo sapiens UBX domain-containing protein 11 Proteins 0.000 claims 1
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims 1
- 102100029645 UBX domain-containing protein 11 Human genes 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 230000002363 herbicidal effect Effects 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims 1
- 239000008141 laxative Substances 0.000 claims 1
- 230000002475 laxative effect Effects 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 230000000979 retarding effect Effects 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims 1
- 229940001584 sodium metabisulfite Drugs 0.000 claims 1
- 235000010262 sodium metabisulphite Nutrition 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 claims 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- a) 다음 구조식(Ⅱ)의 화합물을 NaBH4및 에탄올의 존재하에 실온에서 반응시켜 다음 구조식(Ⅲ)의 화합물을 얻고b) 그 다음, 다음 구조식(Ⅲ)의 화합물을 R1X, 산 할라이드,또는로 구성된 그룹에서 선택한 구조식(Ⅳ)의 화합물과 약 100°C내지 환류온도 사이에서 반응시켜 (단 구조식(Ⅳ)의 화합물이 R1X 또는이면 상기 반응은 헥산용매, 상전이 촉매 및 염기중에서 실시되며, 더욱 구조식(Ⅳ)의 화합물이이면 상기 반응은 피리딘 용매의 존재하에서 실시됨) 다음 구조식(Ⅰ)의 화합물을 제조하는 방법상기 구조식에서R은 할로겐, 하이드록시, 탄소수 1내지 5알킬카보닐옥시, 탄소수 1내지 5알콕시, 탄소수 1내지 5알콕시 카보닐(탄소수 1내지 5)알콕시 또는 벤질옥시이고: R1은 저급알킬, 할로(저급)알킬, 페닐 또는 할로겐 저급알킬, 트리플루오로메틸 및 사이노로 구성된 그룹에서 선택되며, 같거나 다르며, 하나 또는 세 개의 그룹으로 치환된 페닐이며 :R2및 R3는 독립적으로 수소, 저급알킬 또는 저급알케닐이며 산 할라이드는 SOCI2, PBr3또는 HI이며 R1는 C1-5알킬 또는 벤질이다.
- 다음 화합물 1 및 2를 실온에서 (C2H5)3N 및 톨루엔의 존재하에 반응시켜 다음 구조식(Ⅱa)를 제조하고 다음 구조시(Ⅱa)화합물을 실온에서 아세톤, 에탄올 및 에틸 에테르로 구성된 그룹에서 선택된 용매중에서 다음 구조식(Ⅲa)에서 선택된 화합물과 반응시켜 농업용 완화제로 유용한 다음 구조식(Ia)의 화,합물을 제조하는 방법.상기 구조식에서R은 탄소수 1내지 5알콕시 디옥소메틸티오,R1은 탄소수 1내지 5알킬, 할로(탄소수 1내지 5) 알킬, 페닐 또는 할로겐, 탄소수 1내지 5알킬, 트리플루오로메틸 및 시아노로 구성된 그룹에서 선택되며, 같거나 다르며, 하나 또는 세 개의 그룹으로 치환된 페닐이며 :R2및 R3는 독립적으로 수소, 탄소수 1내지 5알킬 또는 탄소수 2내지 5알케닐이다.
- 티오카바메이트 또는 아세트아닐리드 제초제의 제초유효량과 다음 구조식의 화합물의 완화 유효량으로 구성된 조성물.상기 구조식에서은 수소, 하이드록시, 머캅토, 메틸티오, 저급알킬 카보닐옥시, 저급알콕시, 저급알콕시카보닐, 저급알콕시카보닐(저급)알콕시, 저급알콕시티옥소메틸티오, 벤질옥시, -NR2R3, 또는R1은 저급알킬, 할로(저급)알킬, 페닐 또는 할로겐, 저급알킬, 트리플루오로메틸 및 시아노로 구성되는 그룹에서 선택된, 같거나 다른, 하나 내지 세 개의 그룹으로 치환된 페닐이고R2및 R3는 독립적으로 수소, 저급알킬 또는 저급알케닐이다.
- 다음 구조식의 화합물의 완화 유효량을 작물 종자에 피복시킴을 특징으로하여 티오카바메이트 또는 아세트아닐리드 제초제로 인한 장해를 저지하는 데서 생육된 식물 종자.상기 구조식에서R은 수소, 하이드록시, 머캅토, 메틸티오, 저급알킬카보닐옥시, 저급알콕시, 저급알콕시카보닐, 저급알콕시카보닐(저급)알콕시, 저급알콕시티옥소메틸티오, 벤질옥시, -NR2R3, 또는R1은 저급알킬, 할로(저급)알킬, 페닐 또는 할로겐, 저급알킬, 트리플루오로메틸 및 시아노로 구성되는 그룹에서 선택된, 같거나 다른, 하나 내지 세 개의 그룹으로 치환된 페닐이고R2및 R3는 독립적으로 수소, 저급알킬 또는 저급알케닐이다.
- 다음구조식(B)의 화합물을 실온에서 상전이 촉매, 염기 및 핵사논 및 메틸렌 클로라이드로 구성되는 그룹에서 선택된 용매의 존재하에 반응시켜 (단 R이 -SCH3일때 상기 반응에 나타나는 칼슘은 카보네이트, 소디움 메타비설파이트 및 메틸 요다이드여야 한다.) 다음 구조식(A)의 화합물을 제조하는 방법.상기 구조식에서R은 -SCH3또는 -SH이고R1은 저급알킬, 할로(저급)알킬, 페닐 또는 할로겐, 저급알킬, 트리플르오로메틸 및 시아노 구성되는 그룹에서 선택된, 같거나 다른 하나 또는 세 개의 그룹으로 치환된 페닐이다.※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/080,751 US4284426A (en) | 1979-10-01 | 1979-10-01 | 2-Chloro-4,5-disubstituted-thiazoles useful as herbicidal safeners |
| US80751 | 1979-10-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830003456A true KR830003456A (ko) | 1983-06-20 |
| KR840001620B1 KR840001620B1 (ko) | 1984-10-12 |
Family
ID=22159377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019800003808A KR840001620B1 (ko) | 1979-10-01 | 1980-09-30 | 제초제 조성물 |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4284426A (ko) |
| EP (1) | EP0027019B1 (ko) |
| JP (1) | JPS5663971A (ko) |
| KR (1) | KR840001620B1 (ko) |
| AR (1) | AR226191A1 (ko) |
| AT (1) | ATE2523T1 (ko) |
| AU (1) | AU531152B2 (ko) |
| BR (1) | BR8006284A (ko) |
| CA (1) | CA1150273A (ko) |
| CS (1) | CS217983B2 (ko) |
| DE (1) | DE3062055D1 (ko) |
| DK (1) | DK413480A (ko) |
| ES (1) | ES8106897A1 (ko) |
| IL (1) | IL61178A (ko) |
| IN (1) | IN152196B (ko) |
| MX (1) | MX6024E (ko) |
| MY (1) | MY8600064A (ko) |
| NO (1) | NO152934C (ko) |
| NZ (1) | NZ195101A (ko) |
| PL (1) | PL126545B1 (ko) |
| RO (2) | RO86357B1 (ko) |
| ZA (1) | ZA806029B (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4602454A (en) * | 1978-05-15 | 1986-07-29 | Monsanto Company | 2,4-disubstituted-5-thiazole-carboxylic acids and derivatives |
| US4602937A (en) * | 1978-05-15 | 1986-07-29 | Monsanto Company | 2,4-Disubstituted-5-thiazole-carboxylic acids and derivatives |
| US4437876A (en) | 1980-04-14 | 1984-03-20 | Monsanto Company | 2,4-Disubstituted-5-thiazole-carboxylic acids and derivatives |
| US4437875A (en) | 1980-04-14 | 1984-03-20 | Monsanto Company | 2,4-Disubstituted-5-thiazole-carboxylic acids and derivatives |
| US4586948A (en) * | 1981-04-22 | 1986-05-06 | Monsanto Company | 2,4-disubstituted-5-thiazole-carboxylic acids and derivatives |
| IT1174454B (it) * | 1984-01-06 | 1987-07-01 | Montedison Spa | Composti ad attivita'antidotica per la difesa di culture agrarie dall'azione di erbicidi non seletivi |
| US5000775A (en) * | 1985-12-31 | 1991-03-19 | Monsanto Company | 2-amino-4,5-disubstituted-oxazole/thiazole compounds as herbicide antidotes |
| IL103586A (en) * | 1991-10-30 | 1997-09-30 | Astra Ab | Process for the preparation of 4-methyl-5- (2-chloroethyl)-thiazole and analogues thereof |
| US6737382B1 (en) | 2002-10-23 | 2004-05-18 | Nippon Soda Co. Ltd. | Insecticidal aminothiazole derivatives |
| US6617341B1 (en) | 2002-12-30 | 2003-09-09 | Nippon Soda Co. Ltd. | Insecticidal 2-iminothiazole derivatives |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2139570A (en) * | 1935-05-02 | 1938-12-06 | Winthrop Chem Co Inc | Thiazole compounds and manufacture thereof |
| US2186420A (en) * | 1937-12-04 | 1940-01-09 | Goodrich Co B F | Process for the manufacture of mercaptothiazoles |
| US2392935A (en) * | 1943-06-21 | 1946-01-15 | Goodrich Co B F | Purification of mercaptothiazoles |
| US2500142A (en) * | 1947-04-24 | 1950-03-07 | Gen Aniline & Film Corp | Thio-ether substituted thiazoles and selenazoles and process of preparing the same |
| US2776976A (en) * | 1952-10-21 | 1957-01-08 | Monsanto Chemicals | Halogen substituted unsaturated thiazolylthioethers |
| US3031457A (en) * | 1955-09-28 | 1962-04-24 | Charonnat Solange Costes | Salts of 4-methyl-5 (beta-halogenoethyl)-thiazole and certain sulfonic acids |
| DE1187620B (de) | 1963-07-31 | 1965-02-25 | Basf Ag | Verfahren zur Herstellung von Carbonsaeurechloriden der Thiazolreihe |
| US3536727A (en) * | 1966-12-22 | 1970-10-27 | Wyeth John & Brother Ltd | Alpha-(2-arylthiazol-4-yl) lower fatty acids and derivatives |
| USRE27506E (en) * | 1971-05-18 | 1972-10-10 | Certain tfflozolylurea compounds | |
| BE790569A (fr) * | 1971-10-27 | 1973-04-26 | Syntex Corp | Agents cardiovasculaires a base de thiazoles |
| DE2213865C3 (de) * | 1972-03-22 | 1981-01-22 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Chlorthiazolen |
| US4124372A (en) * | 1973-05-02 | 1978-11-07 | Stauffer Chemical Company | Herbicidal antidote compositions with substituted oxazolidines and thiazolidines |
| GB1403876A (en) * | 1973-05-04 | 1975-08-28 | Stauffer Chemical Co | Thiazolidine derivatives and their use as herbicide antidotes |
-
1979
- 1979-10-01 US US06/080,751 patent/US4284426A/en not_active Expired - Lifetime
-
1980
- 1980-09-18 CS CS806310A patent/CS217983B2/cs unknown
- 1980-09-26 CA CA000361153A patent/CA1150273A/en not_active Expired
- 1980-09-29 EP EP80303421A patent/EP0027019B1/en not_active Expired
- 1980-09-29 ES ES495440A patent/ES8106897A1/es not_active Expired
- 1980-09-29 DE DE8080303421T patent/DE3062055D1/de not_active Expired
- 1980-09-29 AT AT80303421T patent/ATE2523T1/de not_active IP Right Cessation
- 1980-09-30 RO RO110453A patent/RO86357B1/ro unknown
- 1980-09-30 IN IN1109/CAL/80A patent/IN152196B/en unknown
- 1980-09-30 NO NO802888A patent/NO152934C/no unknown
- 1980-09-30 IL IL61178A patent/IL61178A/xx unknown
- 1980-09-30 NZ NZ195101A patent/NZ195101A/xx unknown
- 1980-09-30 RO RO80102249A patent/RO81054A/ro unknown
- 1980-09-30 MX MX809066U patent/MX6024E/es unknown
- 1980-09-30 JP JP13535980A patent/JPS5663971A/ja active Pending
- 1980-09-30 AU AU62824/80A patent/AU531152B2/en not_active Ceased
- 1980-09-30 AR AR282704A patent/AR226191A1/es active
- 1980-09-30 ZA ZA00806029A patent/ZA806029B/xx unknown
- 1980-09-30 BR BR8006284A patent/BR8006284A/pt unknown
- 1980-09-30 KR KR1019800003808A patent/KR840001620B1/ko active IP Right Grant
- 1980-09-30 DK DK413480A patent/DK413480A/da not_active Application Discontinuation
- 1980-09-30 PL PL1980227011A patent/PL126545B1/pl unknown
-
1986
- 1986-12-30 MY MY64/86A patent/MY8600064A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR840001620B1 (ko) | 1984-10-12 |
| RO81054A (ro) | 1983-06-01 |
| MY8600064A (en) | 1986-12-31 |
| PL126545B1 (en) | 1983-08-31 |
| RO86357A2 (ro) | 1985-03-15 |
| DE3062055D1 (en) | 1983-03-24 |
| DK413480A (da) | 1981-04-02 |
| EP0027019B1 (en) | 1983-02-16 |
| AU531152B2 (en) | 1983-08-11 |
| NO152934C (no) | 1985-12-18 |
| IL61178A (en) | 1984-10-31 |
| AU6282480A (en) | 1981-04-09 |
| MX6024E (es) | 1984-09-24 |
| NO152934B (no) | 1985-09-09 |
| JPS5663971A (en) | 1981-05-30 |
| NZ195101A (en) | 1983-06-17 |
| IN152196B (ko) | 1983-11-12 |
| ZA806029B (en) | 1981-11-25 |
| ES495440A0 (es) | 1981-09-01 |
| NO802888L (no) | 1981-04-02 |
| RO81054B (ro) | 1983-05-30 |
| BR8006284A (pt) | 1981-04-07 |
| CA1150273A (en) | 1983-07-19 |
| US4284426A (en) | 1981-08-18 |
| ES8106897A1 (es) | 1981-09-01 |
| AR226191A1 (es) | 1982-06-15 |
| ATE2523T1 (de) | 1983-03-15 |
| CS217983B2 (en) | 1983-02-25 |
| RO86357B1 (ro) | 1985-03-31 |
| PL227011A1 (ko) | 1981-12-23 |
| EP0027019A1 (en) | 1981-04-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E701 | Decision to grant or registration of patent right |