KR840006647A - 하이드록시알킬-아졸릴 유도체의 제조방법 - Google Patents
하이드록시알킬-아졸릴 유도체의 제조방법 Download PDFInfo
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- KR840006647A KR840006647A KR1019830005409A KR830005409A KR840006647A KR 840006647 A KR840006647 A KR 840006647A KR 1019830005409 A KR1019830005409 A KR 1019830005409A KR 830005409 A KR830005409 A KR 830005409A KR 840006647 A KR840006647 A KR 840006647A
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- Prior art keywords
- carbon atoms
- methyl
- alkyl
- optionally substituted
- phenyl
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- 238000000034 method Methods 0.000 title claims 3
- -1 alkali metal salt Chemical group 0.000 claims 24
- 125000004432 carbon atom Chemical group C* 0.000 claims 16
- 125000001424 substituent group Chemical group 0.000 claims 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 7
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 239000000460 chlorine Substances 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000003085 diluting agent Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 229910052783 alkali metal Inorganic materials 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 claims 3
- IGERFAHWSHDDHX-UHFFFAOYSA-N 1,3-dioxanyl Chemical group [CH]1OCCCO1 IGERFAHWSHDDHX-UHFFFAOYSA-N 0.000 claims 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims 2
- 125000005359 phenoxyalkyl group Chemical group 0.000 claims 2
- 125000003884 phenylalkyl group Chemical group 0.000 claims 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims 1
- 125000001401 1,2,4-triazol-4-yl group Chemical group N=1N=C([H])N([*])C=1[H] 0.000 claims 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- SNXWTJHCMDIPCN-UHFFFAOYSA-N C1=CNC2=C1O2 Chemical compound C1=CNC2=C1O2 SNXWTJHCMDIPCN-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- 241001024304 Mino Species 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000002585 base Substances 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 150000002901 organomagnesium compounds Chemical class 0.000 claims 1
- 150000002902 organometallic compounds Chemical class 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic 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
- C07D405/02—Heterocyclic 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
- C07D405/06—Heterocyclic 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 carbon chain containing only aliphatic carbon 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
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/185—Saturated compounds containing keto groups bound to acyclic carbon atoms containing —CHO groups
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- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/26—Radicals substituted by doubly bound oxygen or sulfur atoms or by two such atoms singly bound to the same carbon atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- 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)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerization Catalysts (AREA)
- Pyrrole Compounds (AREA)
- Peptides Or Proteins (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Detergent Compositions (AREA)
- Steroid Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- a) 다음 일반식(Ⅱ)의 옥시란을 희석제 및 적합하다면, 염기의 존재하에 다음 일반식(Ⅲ)의 아졸과 반응시키거나,b) 다음 일반식(Ⅳ)의 아졸로-케톤을 희석제의 존재하에 다음 일반식(Ⅴ)의 유기마그네슘 화합물과 반응시키거나,c) 다음 일반식(Ⅵ)의 아졸로-옥시란을 희석제 및 적합하다면, 염기의 존재하에 임의 치환된 페놀 및 티오페놀 및 다음 일반식(Ⅶ)의 유기금속 화합물과 반응시킨 후, 경우에 따라,d) 희석제의 존재하에, 제조방법 a), b) 또는 c)에 따라 수득한 하이드록시 화합물을 알카리금속 알콜레이트로 전환시키고, 이 생성물을 할라이드와 반응시켜 상응하는 에테르 유도체를 생성하고, 경우에 따라서, 산 또는 금속염을 이와 같이 수득한 일반식(Ⅰ)의 화합물에 계속해서 첨가시킴을 특징으로 하여 다음 일반식(Ⅰ)의 헤테로사이클 치환제로 치환된 하이드록시알킬-아졸릴 유도체와 이의 산부가염 및 금속염 착화합물을 제조하는 방법.상기식에, Az는 1,2,4-트리아졸-1-일, 1,2,4-트리아졸-4-일 또는 이미다졸-1-일을 나타내고 Het는 임의 치환된 디옥소라닐 또는 1,3-디옥사닐을 나타내고, R은 알킬, 임의 치환된 페닐, 임의 치환된 페닐알킬, 임의 치환된 페녹시알킬, 임의 치환된 페닐티오알킬, 임의 치환된 사이클로알킬, 임의 치환된 사이클로알킬, 알케닐, 임의 치환된 사이클로헥실알케닐, 푸릴, 나프틸옥시메틸 또는 아졸릴알킬을 나타내고, R1는 수소, 임의 치환된 알킬 또는 알케닐을 나타내고, n은 0 또는 1을 나타내며, M은 수소, 또는 알카리금속염을 나타내고, X는 염소, 부롬 또는 요오드를 나타내며 Me는 알카리금속 또는 -Mg-X(이때 X는 상기 정의된 바와 같다)를 나타낸다.
- 제1항에 있어서, Het는 디옥소란 -2-일 또는 1,3-디옥사닐을 나타내고 이들의 각각은 같거나 다른 치환체로 임의 일치환되거나 다치환되고 언급되는 치환체는 1 내지 4개의 탄소원다를 갖는 알킬 및 페닐 및 알킬부분에 1 내지 4개의 탄소원자를 갖는 페녹시알킬이고 이들의 각각은 같거나 다른 치환체로 임의 일치환 되거나 다치환되고 언급되는 렌페상의 치환체는 할로겐, 1 내지 4개의 탄소원자를 갖는 알킬, 각 경우에 1 또는 2개의 탄소원자를 갖는 알콕시 및 알킬티오 및 각 경우에 1 또는 2개의 탄소원자 및 1 내지 5개의 같거나 다른 할로겐원자를 갖는 할로게노알킬, 할로게노알콕시, 및 할로게노알킬티오이고;R 은 1 내지 7개의 탄소원자를 갖는 직쇄 또는 측쇄알킬 또는 페닐, 알킬부분에 1 내지 4개의 탄소원자를 갖는 페닐알킬, 각 경우에 알킬부분에 1 내지 4개의 탄소원자를 갖는 페녹시-또는 페닐티오-알킬 또는 페닐에테닐을 나타내고 이들의 각각은 같거나 다른 치환체로임의 일치환되거나 다치환되고 언급되는 페닐기상의 치환체는 할로겐, 1 내지 4개의 탄소원자를 갖는 알킬, 각 경우에 1 또는 2개의 탄소원자를 갖는 알콕시 및 알킬티오, 니트로, 각 경우에 1 또는 2개의 탄소원자 및 1 내지 5개의 같거나 다른 할로겐원자를 갖는 할로게노알킬, 할로게노알콕시 및 할로게노알킬티오, 1 내지 4개의 탄소원자를 갖는 하이드록시 미노알킬, 각 알킬부분에 1 내지 4개의 탄소원자를 갖는 알콕시미노 알킬 및 페닐, 페녹시, 벤질 및 벤질옥시이고 이들의 각각은 할로겐 또는 1 또는 2개의 탄소원자를 갖는 알킬로 임의 치환되거나;R은 각 경우에서 1 내지 4개의 탄소원자를 갖는 같거나 다른 알킬라디칼로 임의 일치환되거나 다치환되는, 5 내지 7개의 탄소원자를 갖는 사이클로알킬 또는 사이클로알킬부분에 5 내지 7개의 탄소원자를 갖는 사이클로알킬- 메틸 또는 -에틸 또는 사이클로헥실에테닐 또는 2 내지 6개의 탄소원자를 갖는 알케닐, 2-푸릴, 나프틸옥시에틸, 1,2,4-트리아졸-1-일-메틸, 1,2,4-트리아졸-4-일-메틸, 아미다졸-1-일-메틸 또는 피라졸-1-일-메틸을 나타내고;R1는 수소, 1 내지 4개의 탄소원자를 갖고 페닐로임의 치환되는 알킬[페닐라디칼은, R에서 이미 정의된 바와 같은 페닐상의 치환체로 치환될 수 있다] 또는 2 내지 4개의 탄소원자를 갖는 알케닐을 나타내고;Az 및 n은 제1항에서 이미 정의된 바와 같은 일반식(Ⅰ)의 화합물을 제조하는 방법.
- 제1항에 있어서, Het가 디옥소란-2-일, 1,3-디옥산-5-일 또는 1,3-디옥산-2-일을 나타내고, 이들의 각각은 같거나 다른 치환체로 임의로 일, 이 또는 삼치환되고 언급되는 치환체는 메틸, 에틸, n-프로필, 이소프로필 및 불소, 염소, 메틸, 트리플루오로메틸 및 트리플루오로메톡시 그룹으로부터 선택한 같거나 다른 치환체로 임의로, 일, 이, 또는 삼치환된 페닐 및 페녹시메틸이고,R은 3급 부틸, 트리메틸-프로필 또는 테트라메틸-프로필 또는 페닐, 벤질, 펜에틸, 페녹시메틸, 페닐티오메틸 또는 펜에테닐을 나타내고 이들의 각각은 같거나 다른 치환체로 임의로 일, 이 또는 삼치환되고 언급되는 페닐상의 치환체는 불소, 염소, 메틸, 트리플루오로메틸, 트리-플루오로메톡시, 트리플루오로메틸티오, 하이드록시미노메틸, 1-하이드록시미노에틸, 메톡시미노메틸 및 1메톡시미노에틸, 및 페닐, 페녹시, 벤질 및 벤질옥시이고 이들의 각각은 염소 및/또는 메틸로 임의 치환되고;R은 사이클로헥실, 사이클로헥실메틸, 사이클로-헥실에틸 또는 사이클로헥실에테닐을을 나타내고 이들의 각각은 메틸, 에틸 및 이소프로필을 포함하는 그룹으로부터 선택한 같거나 다른 치환체로 임의로 일 또는 이 치환되고;R은 아릴, 디메틸프로페닐, 2-푸릴, 나프틸옥시메틸, 1,2,4-트리아졸-1-일-메틸, 1,2,4-트리아졸-4-일-메틸, 이미다졸-1-일-메틸 또는 피라졸-1-일-메틸을 나타내고;R1는 수소, 메틸, 4-클로로벤질 또는 알릴을 나타내고 Az 및 n은 제1항에서 이미 정의된 바와 같은 일반식(Ⅰ)의 화합물을 제조하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823242252 DE3242252A1 (de) | 1982-11-15 | 1982-11-15 | Heterocyclisch substituierte hydroxyalkyl-azolyl-derivate |
| DEP3242252.0 | 1982-11-15 |
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| Publication Number | Publication Date |
|---|---|
| KR840006647A true KR840006647A (ko) | 1984-12-01 |
| KR900003302B1 KR900003302B1 (ko) | 1990-05-14 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830005409A KR900003302B1 (ko) | 1982-11-15 | 1983-11-15 | 하이드록시알킬-아졸릴 유도체의 제조방법 |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4639462A (ko) |
| EP (2) | EP0193642B1 (ko) |
| JP (1) | JPS59104380A (ko) |
| KR (1) | KR900003302B1 (ko) |
| AT (2) | ATE25978T1 (ko) |
| AU (2) | AU565099B2 (ko) |
| BR (1) | BR8306240A (ko) |
| CA (1) | CA1212951A (ko) |
| DD (1) | DD215462A5 (ko) |
| DE (3) | DE3242252A1 (ko) |
| DK (1) | DK520683A (ko) |
| ES (1) | ES527258A0 (ko) |
| GR (1) | GR79069B (ko) |
| HU (1) | HU194483B (ko) |
| IE (1) | IE56307B1 (ko) |
| IL (1) | IL70197A (ko) |
| NZ (1) | NZ206251A (ko) |
| PH (1) | PH19094A (ko) |
| PT (1) | PT77619B (ko) |
| TR (1) | TR22215A (ko) |
| ZA (1) | ZA838468B (ko) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3426906A1 (de) * | 1984-07-20 | 1986-01-30 | Bayer Ag, 5090 Leverkusen | Verfahren und zwischenprodukte zur synthese diastereomerer verbindungen |
| DE3436452A1 (de) * | 1984-10-05 | 1986-04-10 | Bayer Ag, 5090 Leverkusen | Antimykotisches mittel |
| 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 |
| DE3813841A1 (de) * | 1987-06-03 | 1988-12-15 | Bayer Ag | Heterocyclische hydroxyethylazole |
| DE3827134A1 (de) * | 1988-08-10 | 1990-03-15 | Bayer Ag | Substituierte triazolyl- bzw. imidazolyl-hydroxyalkyldioxolane, verfahren zu ihrer herstellung und ihre verwendung als mikrobizide, oxiranyldioxolane, dioxolanylketone, oxiranylketone und (alpha)-halogenketone als zwischenprodukte und verfahren zu deren herstellung |
| GB8819308D0 (en) * | 1988-08-13 | 1988-09-14 | Pfizer Ltd | Triazole antifungal agents |
| GB9002375D0 (en) * | 1990-02-02 | 1990-04-04 | Pfizer Ltd | Triazole antifungal agents |
| US6777217B1 (en) | 1996-03-26 | 2004-08-17 | President And Fellows Of Harvard College | Histone deacetylases, and uses related thereto |
| US20030129724A1 (en) | 2000-03-03 | 2003-07-10 | Grozinger Christina M. | Class II human histone deacetylases, and uses related thereto |
| US7244853B2 (en) | 2001-05-09 | 2007-07-17 | President And Fellows Of Harvard College | Dioxanes and uses thereof |
| WO2002089782A2 (en) * | 2001-05-09 | 2002-11-14 | President And Fellows Of Harvard College | Dioxanes and uses thereof |
| EP2491926B1 (en) | 2005-03-22 | 2018-05-09 | President and Fellows of Harvard College | Treatment of protein degradation disorders |
| AU2007214458C1 (en) | 2006-02-14 | 2012-12-06 | Dana-Farber Cancer Institute, Inc. | Histone deacetylase inhibitors |
| AU2007345292B2 (en) | 2006-02-14 | 2013-10-31 | Dana-Farber Cancer Institute, Inc. | Bifunctional histone deacetylase inhibitors |
| US8304451B2 (en) | 2006-05-03 | 2012-11-06 | President And Fellows Of Harvard College | Histone deacetylase and tubulin deacetylase inhibitors |
| US8440716B2 (en) | 2008-07-23 | 2013-05-14 | President And Fellows Of Harvard College | Deacetylase inhibitors and uses thereof |
| US8716344B2 (en) | 2009-08-11 | 2014-05-06 | President And Fellows Of Harvard College | Class- and isoform-specific HDAC inhibitors and uses thereof |
| US20130267699A1 (en) | 2011-06-24 | 2013-10-10 | California Institute Of Technology | Quaternary heteroatom containing compounds |
| US10421696B2 (en) | 2014-12-18 | 2019-09-24 | California Institute Of Technology | Enantioselective synthesis of α-quaternary mannich adducts by palladium-catalyzed allylic alkylation |
| WO2017156239A1 (en) | 2016-03-11 | 2017-09-14 | California Institute Of Technology | Compositions and methods for acylating lactams |
| US10358422B2 (en) | 2017-11-01 | 2019-07-23 | California Institute Of Technology | Methods for enantioselective allylic alkylation of esters, lactones, and lactams with unactivated allylic alcohols |
| US11214568B2 (en) | 2018-10-18 | 2022-01-04 | California Institute Of Technology | Gem-disubstituted pyrrolidines, piperazines, and diazepanes, and compositions and methods of making the same |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3018866A1 (de) * | 1980-05-16 | 1981-11-26 | Bayer Ag, 5090 Leverkusen | 1-hydroxyethyl-azol-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide |
| DE3025879A1 (de) * | 1980-07-09 | 1982-02-11 | Basf Ag, 6700 Ludwigshafen | 1,3-dioxan-5-yl-alkyltriazole, ihre herstellung, ihre verwendung zur regulierung des pflanzenwachstums und mittel dafuer |
| AU7341381A (en) * | 1980-08-20 | 1982-02-25 | Imperial Chemical Industries Ltd. | Azoles |
| NZ198084A (en) * | 1980-08-28 | 1984-12-14 | Ici Ltd | Pharmaceutical and veterinary fungicidal compositions containing certain 1,1-disubstituted-2-(1,2,4-triazol-1-yl)ethanol derivatives |
| ZA817473B (en) * | 1980-11-19 | 1982-10-27 | Ici Plc | Triazole and imidazole compounds |
| DE3113628A1 (de) * | 1981-04-04 | 1982-10-21 | Basf Ag, 6700 Ludwigshafen | Fungizide mittel, enthaltend triazolylderivate und verfahren zur bekaempfung von pilzen mit ihnen |
| DE3275088D1 (en) * | 1981-08-19 | 1987-02-19 | Ici Plc | Triazole derivatives, processes for preparing them, compositions containing them and processes for combating fungi and regulating plant growth |
| DE3202604A1 (de) * | 1982-01-27 | 1983-08-04 | Bayer Ag, 5090 Leverkusen | Ether-derivate von substituierten 1-hydroxyalkyl-azolen, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und pflanzenwachstumsregulatoren |
| DE3202601A1 (de) * | 1982-01-27 | 1983-08-04 | Bayer Ag, 5090 Leverkusen | Substituierte 1 -hydroxyalkyl-azolyl-derivate, verfahren zu ihrer herstellung sowie ihrer verwendung als fungizide und pflanzenwachstumsregulatoren |
| DE3242222A1 (de) * | 1982-11-15 | 1984-05-17 | Bayer Ag, 5090 Leverkusen | Hydroxyalkinyl-azolyl-derivate |
| DE3242236A1 (de) * | 1982-11-15 | 1984-05-17 | Bayer Ag, 5090 Leverkusen | "antimykotische mittel" |
-
1982
- 1982-11-15 DE DE19823242252 patent/DE3242252A1/de not_active Withdrawn
-
1983
- 1983-10-21 PH PH29738A patent/PH19094A/en unknown
- 1983-11-01 US US06/547,807 patent/US4639462A/en not_active Expired - Fee Related
- 1983-11-04 DE DE8383110995T patent/DE3370329D1/de not_active Expired
- 1983-11-04 EP EP85113427A patent/EP0193642B1/de not_active Expired - Lifetime
- 1983-11-04 AT AT83110995T patent/ATE25978T1/de active
- 1983-11-04 EP EP83110995A patent/EP0111711B1/de not_active Expired
- 1983-11-04 DE DE8585113427T patent/DE3381314D1/de not_active Expired - Lifetime
- 1983-11-04 AT AT85113427T patent/ATE50994T1/de active
- 1983-11-07 PT PT77619A patent/PT77619B/pt not_active IP Right Cessation
- 1983-11-07 AU AU21036/83A patent/AU565099B2/en not_active Ceased
- 1983-11-11 IL IL70197A patent/IL70197A/xx unknown
- 1983-11-11 JP JP58211118A patent/JPS59104380A/ja active Pending
- 1983-11-14 NZ NZ206251A patent/NZ206251A/en unknown
- 1983-11-14 DD DD83256667A patent/DD215462A5/de not_active IP Right Cessation
- 1983-11-14 HU HU833904A patent/HU194483B/hu not_active IP Right Cessation
- 1983-11-14 GR GR72965A patent/GR79069B/el unknown
- 1983-11-14 CA CA000441096A patent/CA1212951A/en not_active Expired
- 1983-11-14 IE IE2650/83A patent/IE56307B1/xx unknown
- 1983-11-14 ES ES527258A patent/ES527258A0/es active Granted
- 1983-11-14 BR BR8306240A patent/BR8306240A/pt unknown
- 1983-11-14 ZA ZA838468A patent/ZA838468B/xx unknown
- 1983-11-14 DK DK520683A patent/DK520683A/da not_active Application Discontinuation
- 1983-11-15 TR TR22215A patent/TR22215A/xx unknown
- 1983-11-15 KR KR1019830005409A patent/KR900003302B1/ko active IP Right Grant
-
1987
- 1987-03-23 AU AU70527/87A patent/AU593337B2/en not_active Expired - Fee Related
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