KR870007134A - 5-아실아미도-1-아릴-피라졸의 제조방법 - Google Patents
5-아실아미도-1-아릴-피라졸의 제조방법 Download PDFInfo
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- KR870007134A KR870007134A KR870000220A KR870000220A KR870007134A KR 870007134 A KR870007134 A KR 870007134A KR 870000220 A KR870000220 A KR 870000220A KR 870000220 A KR870000220 A KR 870000220A KR 870007134 A KR870007134 A KR 870007134A
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- optionally
- aryl
- pyrazole
- acylamido
- pyridyl
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- 238000000034 method Methods 0.000 title claims 4
- -1 alkaline earth metal cation Chemical class 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 239000001301 oxygen Substances 0.000 claims 6
- 229910052717 sulfur Chemical group 0.000 claims 6
- 239000011593 sulfur Chemical group 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 5
- 239000003085 diluting agent Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- JVJQPDTXIALXOG-UHFFFAOYSA-N nitryl fluoride Chemical compound [O-][N+](F)=O JVJQPDTXIALXOG-UHFFFAOYSA-N 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims 2
- 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 claims 2
- 125000006337 tetrafluoro ethyl group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- XPHBRTNHVJSEQD-UHFFFAOYSA-N anidoxime Chemical compound C=1C=CC=CC=1C(CCN(CC)CC)=NOC(=O)NC1=CC=C(OC)C=C1 XPHBRTNHVJSEQD-UHFFFAOYSA-N 0.000 claims 1
- 125000003435 aroyl group Chemical group 0.000 claims 1
- 125000005279 aryl sulfonyloxy group Chemical group 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000004774 dichlorofluoromethyl group Chemical group FC(Cl)(Cl)* 0.000 claims 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 230000000802 nitrating effect Effects 0.000 claims 1
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical compound [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 claims 1
- 125000006000 trichloroethyl group Chemical group 0.000 claims 1
- 125000004784 trichloromethoxy group Chemical group ClC(O*)(Cl)Cl 0.000 claims 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 claims 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
Classifications
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- 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
- C07D231/14—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 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
- C07D231/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
-
- 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
- C07D231/14—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 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
- C07D231/38—Nitrogen atoms
- C07D231/40—Acylated on said nitrogen atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- (a) 일반식(Ⅱ)의 5-아미노-1-아릴-피라졸을, 경우에 따라 희석제의 존재하, 경우에 따라 산 수용체의 존재하 및 경우에 따라 촉매의 존재하에서, 일반식(Ⅲ)의 아실화제와 반응시켜 일반식(Ⅰa)의 5-아실아미도-1-아릴-피라졸을 수득하거나 ;(b) 방법 (a)에 의해 수득되는 일반식(Ⅰa)의 5-아실아미도-1-아릴-피라졸을, 경우에 따라 희석제의 존재하 및 경우에 따라 산 수용체의 존재하에, 및 경우에 따라 촉매의 존재하에서, 일반식(Ⅳ)의 알킬화제와 반응시켜 일반식(Ⅰb)의 5-아실아미도-1-아릴-피라졸을 수득하거나 ;(c) 일반식(Ⅴ)의 5-아실아미도-1-아릴-피라졸을, 경우에 따라 희석제의 존재하 및 경우에 따라 산 수용체의 존재하에, 및 경우에 따라 적합한 촉매의 존재하에서, 일반식(Ⅵ)의 페놀 또는 티오페놀 유도체와 반응시켜 일반식(Ⅰ)의 5-아실아미도-1-아실-피라졸을 수득하거나 ;(d) 방법 (a),(b) 또는 (c)에 의해 수득되는 일반식(Ⅰd)의 5-아실아미도-1-아릴-피라물을, 경우에 따라 희석제의 존재하 및 경우에 따라 산 수용체의 존재하에 및, 또한 경우에 따라 촉매의 존재하에서, 일반식(Ⅶ)의 산화제와 반응시켜 일반식(Ⅰc)의 5-아실아미도-1-아릴-피라졸을 수득하거나 ;(e) 방법 (a),(b),(c) 또는 (d)에 의해 수득되는 일반식(Ⅰf)의 5-아실아미도-1-아릴-피라졸을, 경우에 따라 희석제의 존재하 및 경우에 따라 촉매 또는 반응 보조제의 존재하에서, 일반식(Ⅷ)의 할로겐화 또는 니트로화제와 반응시켜 일반식(Ⅰe)의 5-아실아미도-1-아릴-피라졸을 수득함을 특징으로 하여, 일반식(Ⅰ)의 5-아실아미도-1-아릴-피라졸을 제조하는 방법.상기식에서,R1은 수소, 할로겐 또는 니트로를 나타내R2는 수소 또는 알킬을 나타내고,X는 산소 또는 황을 나타내고,Y는 산소, 황, 술피닐그룹 또는 술포닐 그룹을 나타내고A는 임의로 치환된, 직쇄 또는 측쇄 알킬렌 가교그룹을 나타내고,Ar1은 각각 임의로 치환된 아릴 또는 헤테로아릴을 나타내며,Ar2는 각각 임의로 치환된 페닐 또는 피리딜을 나타내고,E1은 전자흡인성 이탈기를 나타내고,R2-1은 알킬을 나타내고,E2는 할로겐, 임의로 치환된 알콕시술포닐옥시 또는 임의로 치환된 아릴술포닐옥시를 나타내며,E3는 할로겐을 나타내고,Z는 수소 또는 1가의 알칼리 토금속양이온 또는 알칼리금속 양이온을 나타내고,n은 1 또는 2를 나타내고,R3는 수소, 또는 각각 임의로 치환된 알카노일 또는 아로일을 나타내고,R1-1은 할로겐 또는 니트로를 나타내며,E4는 전자흡인성 이탈기를 나타낸다.
- 제 1 항에 있어서, R1은 수소, 니트로, 불소, 염소, 브롬 또는 요오드를 나타내고, R2는 수소 또는 탄소원자 1내지 12개를 갖는 직쇄 또는 측쇄 알킬을 나타내고, X는 산소 또는 황을 나타내고, Y는 산소, 황, 술피닐 또는 술포닐 그룹을 나타내고, A는 임의로 동일하거나 상이하게 일회 또는 수회 할로-치환된 탄소수 1내지 6의 직쇄 또는 측쇄 알킬렌 가교그룹을 나타내고, Ar1은 각 경우에, 임의로 동일하거나 상이하게 일치환 또는 다치환된 페닐, 2-피리딜, 3-피리딜, 4-피리딜, 2-피리미딜, 4-피리미딜, 5-피리미딜, 3-피리다지닐, 4-피리다지닐, 피라지닐 또는 S-트리아지닐을 나타내는데, 여기에서 각 경우에 적합한 치환제는 할로겐, 시아노, 니트로 각 경우에 각 알킬부위에 탄소원자 1내지 4개를 갖는 직쇄 또는 측쇄 알킬, 알콕시 또는 알콕시카보닐, 각 경우에 탄소원자 1내지 4개 및 동일하거나 상이한 할로겐원자 1내지 9개를 갖는 직쇄 또는 측쇄 할로알킬 또는 할로알콕시 또는-S(O)m-R4라디칼이고, R4는 아미노, 또는 각 경우에 각 알킬부위에 탄소원자 1내지 4개 및, 할로알킬인 경우에는 동일하거나 상이한 할로겐원자 1내지 9개를 갖는 직쇄 또는 측쇄 알킬, 알킬아미노, 디알킬아미노 또는 할로알킬을 나타내고, m은 0,1 또는 2를 나타내며, Ar2는 각 경우에 임의로 동일하거나 상이하게 일치환 또는 다치환된 페닐, 2-피리딜, 3-피리딜 또는 4-피리딜을 나타내는데, 여기에서 각 경우에 적합한 치환체는 Ar1에서 정의된 바와 같은 일반식(Ⅰ)의 5-아실아미도-1-아릴-피라졸을 제조하는 방법.
- 제 1 항에 있어서, R1은 수소, 니트로, 염소 또는 브롬을 나타내고, R2는 수소 또는 탄소원자 1내지 8개를 갖는 직쇄 또는 측쇄 알킬을 나타내고, X는 산소 또는 황을 나타내고, Y는 산소, 황, 술피닐 그룹 또는 술포닐그룹을 나타내고, A는 구조식-CH2- ; -CH2-CH2- ;; -CCl2-CH2- ; -CHCl-CH2- ;; -CH2-CH2-CH2- ; -CH2-CH2-CH2-CH2- ;;또는-CBr2-CH2-의 가교그룹을 나타내고, Ar1은 각 경우에, 임의로 동의하거나 상이하게 일치환 내지 삼치환된 페닐, 2-피리딜, 3-피리딜, 4-피리딜, 2-피리미딜, 4-피리미딜, 5-피리미딜, 3-피리다지닐, 4-피리다지닐, 피라지닐 또는 S-트리아지닐을 나타내는데, 여기에서 각 경우에 적합한 치환체는 시아노, 니트로, 불소, 염소, 브롬, 요오드, 메틸, 에틸, n-또는 이소-프로필, n-, 이소-, 2급-또는 3급-부틸, 메톡시, 에톡시, 메톡시카보닐, 에톡시카보닐, 트리프루오로메틸, 트리클로로메틸, 디클로로플루오로메틸, 디플루오로-클로로메틸, 클로로메틸, 디클로로메틸, 디플루오로메틸, 펜타플루오로에틸, 테트라플루오로에틸, 트리플루오로-클로로에틸, 트리플루오로에틸, 디플루우로디클로로에틸, 트리플루오로디클로로에틸, 펜타클로로에틸, 트리글루우로메톡시, 트리클로로메톡시, 디클로로-플루오로메톡시, 디플루오로클로로메톡시, 클로로메톡시, 디클로로메톡시, 디플루오로메톡시, 펜타플루오로에메톡시, 테트라플루오로에톡시, 트리플루오로클로로에톡시, 트리플루오로에톡시, 디플루오로디클로로에톡시, 트리플루오로디클로로에톡시, 펜타클로로에톡시 또는-S(O)m-R4라디칼이고, R4는 아미노, 메틸아미노, 에틸아미노, 디메틸아미노, 디에틸아미노, 플루오로디클로로메틸, 디플루오로메틸, 테트라플루오로에틸, 트리클로로에틸, 트리플루오로메틸, 디플루오로클로로메틸, 메틸 또는 에틸을 나타내고, m은 0,1 또는 2를 나타내며, Ar2는 임의로 동일하거나 상이하게 일치환 내지 5치환된 페닐, 또는 각 경우에 임의로 동일하거나 상이하게 일치환 내지 4치환된 2-피리딜 또는 4-피리딜을 나타내는데, 여기에서 각 경우에 적합한 치환체는 Ar1에 대해서 언급된 바와 같은 일반식(Ⅰ)의 5-아실아미도-1-아릴-피라졸을 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3600950.4 | 1986-01-15 | ||
| DE19863600950 DE3600950A1 (de) | 1986-01-15 | 1986-01-15 | 5-acylamido-1-aryl-pyrazole |
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| Publication Number | Publication Date |
|---|---|
| KR870007134A true KR870007134A (ko) | 1987-08-17 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR870000220A KR870007134A (ko) | 1986-01-15 | 1987-01-14 | 5-아실아미도-1-아릴-피라졸의 제조방법 |
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| Country | Link |
|---|---|
| US (1) | US4734125A (ko) |
| EP (1) | EP0232538B1 (ko) |
| JP (1) | JPS62169771A (ko) |
| KR (1) | KR870007134A (ko) |
| AT (1) | ATE53023T1 (ko) |
| AU (1) | AU583694B2 (ko) |
| BR (1) | BR8700130A (ko) |
| DD (1) | DD253172A5 (ko) |
| DE (2) | DE3600950A1 (ko) |
| DK (1) | DK17487A (ko) |
| HU (1) | HUT43934A (ko) |
| IL (1) | IL81228A0 (ko) |
| ZA (1) | ZA87239B (ko) |
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-
1986
- 1986-01-15 DE DE19863600950 patent/DE3600950A1/de not_active Withdrawn
- 1986-12-19 AU AU66793/86A patent/AU583694B2/en not_active Ceased
- 1986-12-23 AT AT86117970T patent/ATE53023T1/de not_active IP Right Cessation
- 1986-12-23 DE DE8686117970T patent/DE3671443D1/de not_active Expired - Lifetime
- 1986-12-23 EP EP86117970A patent/EP0232538B1/de not_active Expired - Lifetime
-
1987
- 1987-01-08 US US07/001,471 patent/US4734125A/en not_active Expired - Fee Related
- 1987-01-12 IL IL81228A patent/IL81228A0/xx unknown
- 1987-01-12 JP JP62003407A patent/JPS62169771A/ja active Pending
- 1987-01-13 DD DD87299220A patent/DD253172A5/de unknown
- 1987-01-14 HU HU87104A patent/HUT43934A/hu unknown
- 1987-01-14 BR BR8700130A patent/BR8700130A/pt unknown
- 1987-01-14 KR KR870000220A patent/KR870007134A/ko not_active Application Discontinuation
- 1987-01-14 DK DK017487A patent/DK17487A/da not_active Application Discontinuation
- 1987-01-14 ZA ZA87239A patent/ZA87239B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0232538A3 (en) | 1987-10-21 |
| AU6679386A (en) | 1987-07-16 |
| IL81228A0 (en) | 1987-08-31 |
| JPS62169771A (ja) | 1987-07-25 |
| AU583694B2 (en) | 1989-05-04 |
| DE3671443D1 (de) | 1990-06-28 |
| DK17487A (da) | 1987-07-16 |
| EP0232538A2 (de) | 1987-08-19 |
| HUT43934A (en) | 1988-01-28 |
| DD253172A5 (de) | 1988-01-13 |
| EP0232538B1 (de) | 1990-05-23 |
| ATE53023T1 (de) | 1990-06-15 |
| ZA87239B (en) | 1987-09-30 |
| US4734125A (en) | 1988-03-29 |
| BR8700130A (pt) | 1987-12-01 |
| DE3600950A1 (de) | 1987-07-16 |
| DK17487D0 (da) | 1987-01-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |