KR870002134A - 치환된 피라졸린-5-온의 제조 방법 - Google Patents

치환된 피라졸린-5-온의 제조 방법 Download PDF

Info

Publication number
KR870002134A
KR870002134A KR1019860006563A KR860006563A KR870002134A KR 870002134 A KR870002134 A KR 870002134A KR 1019860006563 A KR1019860006563 A KR 1019860006563A KR 860006563 A KR860006563 A KR 860006563A KR 870002134 A KR870002134 A KR 870002134A
Authority
KR
South Korea
Prior art keywords
alkyl
case
carbon atoms
optionally substituted
general formula
Prior art date
Application number
KR1019860006563A
Other languages
English (en)
Inventor
예리히 크라우스
브란데스 빌헬름
핸슬레트 게르르
라이넥케 파울
Original Assignee
에리흐 대브리쯔, 루디 마이어
바이엘 아크티엔게젤샤프트
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 에리흐 대브리쯔, 루디 마이어, 바이엘 아크티엔게젤샤프트 filed Critical 에리흐 대브리쯔, 루디 마이어
Publication of KR870002134A publication Critical patent/KR870002134A/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/74Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/80Biocides, 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 1,2
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/82Biocides, 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 three ring hetero atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/44Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/46Oxygen atom in position 3 or 5 and nitrogen atom in position 4
    • C07D231/48Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D261/00Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/08Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/28Halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

내용 없음

Description

치환된 피라졸린-5-온의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. (a) 일반식(II)의 4-옥시미노-피라졸린-5-온과 일반식(III)의 알킬화제를 필요에 따라 희석제의 존재하에, 필요에 따라 산결합제의 존재하에 및 필요에 따라 촉매의 존재하에 반응시키거나, (b) 일반식(IV)의 알콕시미노카복실산에스테르와 일반식(V)의 히드라진유도체를 필요에 따라 희석제의 존재하에 반응시키거나, (c) 상기방법 (a) 또는 (b)에 의해 수득할 수 있는 일반식(Ia)의 4-알콕시미노-피라졸린-5-온과 일반식(VI)의 알킬화제를 필요에 따라 희석제의 존재하에, 필요에 따라 산결합제의 존재하에 및 필요에 따라 촉매의 존재하에 반응시킴을 특징으로 하는 일반식(I)의 치환된 피라졸린-5-온의 제조방법.
    상기식에서, R1및 R2는 서로 독립적으로 각각 수소, 알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시카보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아민카보닐알킬을 나타내거나, 각 경우에 임의로 치환된 옥시란일알킬, 아릴킬, 헤테로사이클릴 또는 아릴을 나타내고, Het는 임의로 치환된 헤테로사이클릭 라디칼을 나타내고, A는 수소 또는 알칼리금속양이온을 나타내고, X는 전자-방출이탈그룹을 나타내고, R는 알킬을 나타내고, R2'는 알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 하이드록시카보닐알킬 또는 알콕시카보닐알킬을 나타내거나, 각 경우에 임의로 치환된 아랄킬 또는 헤테로사이클릴을 나타내며, Y는 전자-방출이탈그룹을 나타낸다.
  2. 제1항에 있어서, R1및 R2가 서로 독립적으로 각각 수소를 나타내거나, 각 경우에 개개의 알킬, 알케닐 또는 알키닐 부분에 탄소수 8개 이하를 갖는 직쇄 또는 측쇄알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시키보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아미노카보닐알킬을 나타내거나, 즉쇄 또는 측쇄알킬부분에 탄소수 1 내지 4의 옥시란일알킬을 나타내거나, 1,1-디옥소테트라 하이드로티에닐을 나타내거나, 알킬부분에 탄소수 1 내지 4개 및 아릴부분에 탄소수 6 내지 10개를 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 직쇄 또는 측쇄알릴킬을 나타내거나, 탄소수 6내지 10개를 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 아릴을 나타내며, 각 경우에 아릴부분에 가능한 치환기는 할로겐, 시아노, 니트로, 하이드록실, 각 경우에 탄소수 4개 이하를 갖는 직쇄 또는 측쇄알킬, 알콕시, 디옥시알킬렌, 알킬카보닐옥시 및 알킬티오, 각 경우에 탄소수 4개 이하 및 같거나 다른 할로겐원자 9개 이하를 갖는 직쇄 또는 측쇄할로게노알킬, 할로게노알콕시 및 할로게노알킬티오, 및 페닐이며; Het는 1내지 3개의 헤테로원자, 특히 질소, 산소 및/또는 황을 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환되며/되거나 벤조-융합된 포화 또는 불포화 5원 또는 6원 헤테로사이클릭라디칼을 나타내며, 가능한 치환기는 하이드록실, 할로겐, 시아노, 니트로, 각 경우에 탄소수 1 내지 4개 및 할로게노알킬의 경우에 같거나 다른 할로겐원자 1 내지 9개를 갖는 즉쇄 또는 측쇄알킬, 알콕시 및 할로게노알킬, 및 저급알킬, 저급알콕시, 할로겐 및/또는 니트로를 포함하는 그룹으로부터 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 페닐인 방법.
  3. 제1항에 있어서, R1및 R2가 서로 독립적으로 각각 수소, 메틸, 에틸, n-또는 i-프로필, n-, i-, s- 또는 t-부틸, 알릴, 부테닐, 프로파길, 사이노메틸, 시아노에틸, 하이드록시메틸, 하이드록시에틸, 메톡시메틸, 메톡시에틸, 에톡시메틸, 에톡시에틸, 메틸티오메틸, 메톡시카보닐, 에톡시카보닐, 하이드록시카보닐메틸, 하이드록시카보닐에틸, 메톡시카보닐메틸, 메톡시카보닐에틸, 에톡시카보닐메틸, 에톡시카보닐에틸, 아미노카보닐메틸, 메틸아미노카보닐메틸, 에틸아미노카보닐메틸, 디메틸아미노카보닐메틸, 디에틸아미노카보니메틸, 아미노카보닐에틸, 옥시란일메틸 또는 옥시란일에틸을 나타내거나, 1,1-디옥소테트라하이드로티엔-3-일을 나타내거나, 같거나, 다른 치환기에 의해 임의로 일-,이- 또는 삼-치환된 벤질 또는 페닐을 나타내며, 가능한 치환기는 불소, 염소, 취소, 옥소, 시아노, 니트로, 하이드록실, 메틸, 에틸, n- 또는 i-프로필, n-, i-, s- 또는 t-부틸, 메톡시, 에톡시, 디옥시메틸렌, 디옥시에틸렌, 메틸티오, 에틸티오, 아세톡시 및 프로피오닐옥시, 클로로메틸, 디클로로메틸, 트리클로로메틸, 트리플루오로메틸, 디클로로플루오로메틸, 클로로디플루오로메틸, 트리플루오로메톡시, 트리플루오로메틸티오 및 페닐을 나타내며; Het는 같거나 다른 교환기에 의해 임의로 일-, 이- 치는 삼-치환되며/되거나 벤조-융합된 다음 구조식의 헤테로사이클릭라디칼을 나타내며,
    각 경우에 가능한 치환기는 불소, 염소, 취소, 메틸, 에틸, n-치는 i-프로필, n-, i-, s- 또는 t-부틸, 메톡시, 에톡시, 트리플루오로메틸, 및 염소, 니트로, 메틸 및/또는 메톡시를 포함하는 그룹으로부터 같거나 다른 치환기에 의해 임의로 일-, 이- 또는 삼- 치환된 페닐이며; 또한 X는 각 경우에 산소 또는 황을 나타내는 방법.
  4. 일반식(XI)의 하이드록시카복실산에스테르를 일반식(III)의 알킬화제와 필요에 따라 희석제의 존재하에 및 필요에 따라 산결합제의 존재하에 +10℃ 내지 +80℃의 온도에서 반응시킴을 특징으로 하는 일반식(IV)의 알콕시미노카복실산에스테르의 제조방법.
    상기식에서, R은 알킬을 나타내고, R1수소, 알킬, 알케닐, 알키닐, 사이노알킬, 하이드로시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시카보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아미노카보닐알킬 치는 각 경우에 임의로 치환된 옥시란일알킬, 아릴킬, 헤테로사이클릴 또는 아릴을 나타내며, Het는 임의로 치환된 헤테로사이클릭라디칼을 나타내며, X는 전자방출이탈그룹을 나타낸다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860006563A 1985-08-10 1986-08-09 치환된 피라졸린-5-온의 제조 방법 KR870002134A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3528753.5 1985-08-10
DE19853528753 DE3528753A1 (de) 1985-08-10 1985-08-10 Substituierte pyrazolin-5-one

Publications (1)

Publication Number Publication Date
KR870002134A true KR870002134A (ko) 1987-03-30

Family

ID=6278220

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019860006563A KR870002134A (ko) 1985-08-10 1986-08-09 치환된 피라졸린-5-온의 제조 방법

Country Status (12)

Country Link
US (3) US4767775A (ko)
EP (1) EP0212360B1 (ko)
JP (1) JPS6259276A (ko)
KR (1) KR870002134A (ko)
AT (1) ATE47854T1 (ko)
BR (1) BR8603804A (ko)
DE (2) DE3528753A1 (ko)
DK (1) DK380186A (ko)
GR (1) GR862083B (ko)
HU (1) HUT42268A (ko)
IL (1) IL79654A0 (ko)
ZA (1) ZA865899B (ko)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4808621A (en) * 1986-07-07 1989-02-28 Warner-Lambert Company Trans-6-[2-(N-heteroaryl-3,5-disubstituted)pyrazol-4-yl)-ethyl]- or ethenyl]tetrahydro-4-hydroxypyran-2-one inhibitors of cholesterol biosynthesis
US5102893A (en) * 1986-07-07 1992-04-07 Warner-Lambert Company Trans-6-(2-(n-heteroaryl-3,5-disubstituted)pyrazol-4-yl)-ethyl- or ethenyl)tetrahydro-4-hydroxypyran-2-one inhibitors of cholesterol biosynthesis
US5162528A (en) * 1986-12-17 1992-11-10 Bayer Aktiengesellschaft Herbicidal and fungicidal agents based on substituted pyrazolin-5-one derivatives
DE3831430A1 (de) * 1988-09-15 1990-03-22 Bayer Ag Substituierte 4-heterocyclyloximino-pyrazolin-5-one, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
DE3905312A1 (de) * 1989-02-21 1990-08-23 Bayer Ag Substituierte 3-amino-2-pyrazolin-5-on-derivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen
GB9010366D0 (en) * 1990-05-09 1990-06-27 Smith Kline French Lab Medicaments
TWI794742B (zh) 2020-02-18 2023-03-01 美商基利科學股份有限公司 抗病毒化合物
CN117120444A (zh) 2021-04-16 2023-11-24 吉利德科学公司 使用酰胺制备卡巴核苷的方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2510696A (en) * 1947-02-12 1950-06-06 Us Rubber Co Fungicidal composition comprising a 4, 5-pyrazoledione-4-oxime
NL6905499A (ko) * 1969-04-10 1970-10-13
JPS6034546B2 (ja) * 1978-03-09 1985-08-09 大鵬薬品工業株式会社 グリオキサ−ル−2−オキシム誘導体及びその製造方法
JPS56125392A (en) * 1980-03-06 1981-10-01 Fujisawa Pharmaceut Co Ltd Cepham and cephem compound and preparation thereof
DE3036281A1 (de) * 1980-09-26 1982-05-13 Boehringer Mannheim Gmbh, 6800 Mannheim 0-substituierte brenztraubensaeureoxime, verfahren zu ihrer herstellung, ihre verwendung sowie arzneimittel, die diese verbindungen enthalten
DE3446876A1 (de) * 1984-05-23 1985-11-28 Bayer Ag, 5090 Leverkusen Substituierte pyrazolin-5-one

Also Published As

Publication number Publication date
DK380186D0 (da) 1986-08-08
DK380186A (da) 1987-02-11
IL79654A0 (en) 1986-11-30
GR862083B (en) 1986-12-24
US4929738A (en) 1990-05-29
DE3666821D1 (de) 1989-12-14
EP0212360B1 (de) 1989-11-08
BR8603804A (pt) 1987-03-17
HUT42268A (en) 1987-07-28
ZA865899B (en) 1987-04-29
US4767775A (en) 1988-08-30
US4864029A (en) 1989-09-05
EP0212360A1 (de) 1987-03-04
JPS6259276A (ja) 1987-03-14
DE3528753A1 (de) 1987-02-19
ATE47854T1 (de) 1989-11-15

Similar Documents

Publication Publication Date Title
KR850007975A (ko) 6-클로로벤즈아졸릴옥시아세트아미드의 제조방법
KR880011150A (ko) 아미노메틸 헤테로사이클릭 화합물
KR870002134A (ko) 치환된 피라졸린-5-온의 제조 방법
KR900004716A (ko) 치환된 4-헤테로 사이클릴 옥스이미노- 피라졸린-5- 온, 이의 제조방법 및 살충제로서의 이의 용도
KR850005426A (ko) 5-할로겐오알킬-1,3,4-티아디아졸-2-일옥시아세트아미드의 제조방법
KR900014342A (ko) 티아디아졸-치환된 아크릴산 에스테르 및 이의 중간체
KR850001203A (ko) 5-아미노메틸-1,3-옥사티올란의 제조방법
KR950700261A (ko) 제초성 N-[(피리미딘-2-일)아미노카르보닐]벤젠술폰아미드(Herbicide N-[(pyrimidin-2-yl)aminocarbonyl]benzenesulphonamides)
KR890009879A (ko) 5- 아미노-1- 페닐-4-니트로피라졸의 제조방법
KR850008158A (ko) 치환된 피라졸린-5-온의 제조방법
PT90106A (pt) Processo para a preparacao de derivados de avermectina antiparasiticos
KR890013006A (ko) 2-아미노메틸테트라하이드로푸란
KR880013452A (ko) 치환된 아미노메틸헤테로시클릭 화합물계 살충제
KR910006259A (ko) 벤조-1,2,3-티아디아졸 유도체 및 그의 제조방법
KR910007890A (ko) 아미노피리미딘의 제조방법
KR840007404A (ko) 측쇄기로서 니트로메틸렌기를 갖는 헤페로고리 화합물의 제조방법
GB744867A (en) Improvements relating to 2-substituted-mercapto-4-amino-6-disubstituted-aminopyrimidines and acid addition salts thereof
KR850008169A (ko) 1-헤테로아릴-4-아릴-피라졸린-5-온의 제조방법
CO4810255A1 (es) Procedimiento para la obtencion de 2-nitroguanidinas 1,3- disubstituidas
KR910014033A (ko) 삼치환된 1,3,5-트리아진-2,4,6-트리온의 살진균제로서의 용도, 신규의 삼치환된 1,3,5-트리아진-2,4,6-트리온 및 이의 제조방법
KR920012045A (ko) 치환된 피리미딜아미드 옥심
KR940000442A (ko) 신규한 2-(7-클로로-2-벤족사졸릴옥시)-아세트아미드
US2524729A (en) 2-amino-5-benzyl-1, 3, 4-thiadiazole and acid salts thereof
KR930004271A (ko) 치환된 피라졸릴
KR900016127A (ko) 3-시아노-4-페닐-피롤 유도체

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