KR860003215A - 4-페닐피롤 유도체의 제조방법 - Google Patents

4-페닐피롤 유도체의 제조방법 Download PDF

Info

Publication number
KR860003215A
KR860003215A KR1019850007572A KR850007572A KR860003215A KR 860003215 A KR860003215 A KR 860003215A KR 1019850007572 A KR1019850007572 A KR 1019850007572A KR 850007572 A KR850007572 A KR 850007572A KR 860003215 A KR860003215 A KR 860003215A
Authority
KR
South Korea
Prior art keywords
reaction
alkyl
general formula
carried out
ammonia
Prior art date
Application number
KR1019850007572A
Other languages
English (en)
Inventor
마르틴(외 1) 피에르
Original Assignee
아놀드 자일러, 에른스트 알테르
시바-가이기 에이지
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 아놀드 자일러, 에른스트 알테르, 시바-가이기 에이지 filed Critical 아놀드 자일러, 에른스트 알테르
Publication of KR860003215A publication Critical patent/KR860003215A/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/323—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • 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
    • A01N47/08—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 one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음

Description

4-페닐피롤 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (21)

  1. 일반식(Ⅱ)의 3-피리플루오로메틸-4-페닐피롤을 암모니아와 승온 및 승압에서 반응시킴을 특징으로 하여, 일반식(Ⅰ)의 페닐피롤 유도체를 제조하는 방법.
    상기식에서, R은 할로겐, C1-C6-알킬 또는 C1-C6-할로알킬이고, n은 0,1 또는 2이고 R1은 수소 또는 아실, 바람직하게는 그룹 C(O)R2(여기서 R2는 C1-C6-알킬, C1-C6-할로알킬, 페닐 또는 C1-C6-알콕시이다).
  2. 제1항에 있어서, 반응이 실온 내지 230℃의 온도에서 수행되는 방법.
  3. 제2항에 있어서, 반응이 160°내지 200℃의 온도에서 수행되는 방법.
  4. 제1 내지 3항중 어느 하나에 있어서, 반응이 반응물에 불활성인 용매중에서 수행되는 방법.
  5. 제4항에 있어서, 사용된 용매가 지방족 또는 방향족 탄화수소, 에테르 또는 에테르성 화합물, 알콜물, 및 이들의 혼합물중에서 선택되는 방법.
  6. 제5항에 있어서, 사용된 에테르가 사이클릭 에테르인 방법.
  7. 제6항에 있어서, 사용된 사이클릭 에테르가 디옥산 또는 테트라하이드로푸란인 방법.
  8. 제1 내지 7항중 어느 하나에 있어서, 반응이 1 내지 200바의 압력에서 수행되는 방법.
  9. 제8항에 있어서, 반응이 물존재시 1 내지 50바의 압력에수 수행되는 방법.
  10. 제8항에 있어서, 반응이 물부재시 40 내지 150바의 압력에서 수행되는 방법.
  11. 제1 내지 8항중 어느 하나에 있어서, 사용된 약제가 암모니아 수용액인 방법.
  12. 제11항에 있어서, 사용된 약제가 진한 암모니아 수용액인 방법.
  13. 제11항에 있어서, 수용액이 약 25 내지 34중량%의 암모니아를 함유하는 방법.
  14. 제11항에 있어서, 암모니아를 과량사용하는 방법.
  15. 제1 내지 14항중 어느 하나에 있어서, 반응이 압력용기내에서 수행되는 방법.
  16. 제1 내지 9항중 어느 하나에 있어서, 무수암모니아가 사용되는 방법.
  17. 제1 내지 8항중 어느 하나에 있어서, 암모니아가 반응혼합물중의 암모늄염 및 염기로부터 방출되는 방법.
  18. 제1항에 있어서, 3-트리플루오로메틸-4-(2,3-디클로로페닐)피롤, 또는 C(O)R2(R2는 일반식(Ⅲ)에서 정의한 바와 같다)로 N-아실화된 이의 유도체를 사이클릭에테르중의 과량의 수성암모니아와 50°내지 230℃의 온도에서 밀폐된 압력용기내에서 반응시켜, 3-시아노-4-(2,3-디클로로페닐)피롤을 제조하는 방법.
  19. 일반식(Ⅴ)의 화합물을 트리플루오로아세트산 무수물과 염기존재하 및 용매부재하에 약 20°내지 150℃의 온도 및 승압에서 반응시킴을 특징으로 하며, 일반식(Ⅵ)의 화합물을 제조하는 방법.
    상기식에서 R은 할로겐, C1-C6-알킬 또는 C1-C6-할로알킬이고, n은 0,1 또는 2이고, R3는 오가닐라디칼이다.
  20. 일반식(Ⅲ)의 벤즈알데히드를 일반식(Ⅳ)의 오가닐옥시메틸-트리페닐포스포늄 할라이드와 반응시켜 일반식(Ⅴ)의 스티렌 유도체를 수득하고; 생성물을 염기존재하에 트리플루오로아세트산 무수물로 아세틸화시켜 일반식(Ⅵ)의 화합물을 수득하고; 생성물을 알킬리글리시네이트, 바람직하게는 나트륨 또는 칼륨글리시아네이트와 함께 일반식(Ⅶ)의 카복실산 무수물중에서 폐환반응시켜 일반식(Ⅱ´)의 N-아실화 3-트리플루오로메틸-4-페닐피롤을 수득하고; 필요시 아실그룹 C(O)R3를 염기성으로 분해시켜 일반식(Ⅱ'')의 유리 3-트리플루오로메틸-4-페닐피롤롤을 형성시킴을 특징으로 하여, 일반식(Ⅱ)의 화합물을 제조하는 방법.
    상기식에서 R은 할로겐, C1-C6-알킬 또는 C1-C6-할로알킬이고, n은 0,1 또는 2이며, R1은 수소 또는 아실, 바람직하게는 그룹 C(O)R2(여기서 R2는 C1-C6-알킬, C1-C6-할로알킬, 페닐 또는 C1-C6-알콕시이다)이고, R3는 통상적 라디칼로 치환되거나 비치환된, 오가닐 라디칼, 바람직하게는 방향족 또는 지방족 라디칼, 특히 C1-C12-알칼, 아르알킬 또는 페닐, 더욱 특히 C1-C6-알킬이며, Hal은 할로겐, 바람직하게는 염소, 브롬 또는 요오드이다.
  21. 제20항에 있어서, R이 염소이고, n이 1 또는 2인 일반식(Ⅱ)의 화합물을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019850007572A 1984-10-16 1985-10-15 4-페닐피롤 유도체의 제조방법 KR860003215A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH495084 1984-10-16
CH4950/84-5 1984-10-16

Publications (1)

Publication Number Publication Date
KR860003215A true KR860003215A (ko) 1986-05-21

Family

ID=4285348

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019850007572A KR860003215A (ko) 1984-10-16 1985-10-15 4-페닐피롤 유도체의 제조방법

Country Status (10)

Country Link
US (2) US4705801A (ko)
EP (1) EP0182738B1 (ko)
JP (1) JPS6197262A (ko)
KR (1) KR860003215A (ko)
AT (1) ATE74592T1 (ko)
AU (2) AU583061B2 (ko)
CA (1) CA1261854A (ko)
DE (1) DE3585821D1 (ko)
IL (1) IL76695A0 (ko)
ZA (1) ZA857892B (ko)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BG43855A3 (en) * 1983-06-17 1988-08-15 Ciba - Geigy Ag Fungicide means and method for protection from phytopathogenic fungi
DE3576952D1 (de) * 1984-09-12 1990-05-10 Ciba Geigy Ag Verfahren zur herstellung von 4-phenyl-pyrrol-derivaten.
DE3770657D1 (de) * 1986-03-04 1991-07-18 Ciba Geigy Ag Fungizide verwendung eines cyanopyrrol-derivates.
DE3702852A1 (de) * 1987-01-31 1988-08-11 Bayer Ag 1-aminomethyl-3-aryl-4-cyano-pyrrole
DE3702853A1 (de) * 1987-01-31 1988-08-11 Bayer Ag 1-aminomethyl-3-aryl-4-cyano-pyrrole
DE3718375A1 (de) * 1987-06-02 1988-12-15 Bayer Ag Verfahren zur herstellung von 3-cyano-4-aryl-pyrrolen
DE3724554A1 (de) * 1987-07-24 1989-02-02 Bayer Ag Substituierte 3-arylpyrrole
US5310938A (en) * 1987-07-29 1994-05-10 American Cyanamid Company Substituted arylpyrrole compounds
US5010098A (en) * 1987-07-29 1991-04-23 American Cyanamid Company Arylpyrrole insecticidal acaricidal and nematicidal agents and methods for the preparation thereof
US4929634A (en) * 1987-10-23 1990-05-29 American Cyanamid Company Method of and bait compositions for controlling mollusks
DE3737984A1 (de) * 1987-11-09 1989-08-03 Bayer Ag 3-cyano-4-phenyl-pyrrole
DE3800387A1 (de) * 1988-01-09 1989-07-20 Bayer Ag Verfahren zur herstellung von 3-cyano-4-aryl-pyrrolen
DE3814479A1 (de) * 1988-04-29 1989-11-09 Bayer Ag 3-cyano-4-phenyl-pyrrol-derivate, verfahren zu ihrer herstellung und ihre verwendung in schaedlingsbekaempfungsmitteln
RU2059620C1 (ru) * 1988-09-14 1996-05-10 Американ Цианамид Компани Производные арилпиррола, способ их получения, промежуточные и способ борьбы с насекомыми, нематодами и клещами
US4958030A (en) * 1988-12-12 1990-09-18 Ciba-Geigy Corporation Process for the preparation of 3-phenylpyrrole derivatives
EP0386681A1 (de) * 1989-03-08 1990-09-12 Ciba-Geigy Ag 3-Aryl-4-cyano-pyrrol-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende mikrobiozide Mittel
US5166395A (en) * 1989-04-13 1992-11-24 Bayer Aktiengesellschaft Fungicidal 3-cyano-4-phenyl-pyrroles
DE3912156A1 (de) * 1989-04-13 1990-10-25 Bayer Ag 3-cyano-4-phenyl-pyrrol-derivate
DE3942225A1 (de) * 1989-12-21 1991-06-27 Bayer Ag N-substituierte 3-cyano-4-phenyl-pyrrole
DE4004035A1 (de) * 1989-12-23 1991-06-27 Bayer Ag Substituierte 1-aminomethyl-3-aryl-4-cyano-pyrrole
DE4444911A1 (de) * 1994-12-16 1996-06-27 Basf Ag Fungizide Mischung
JP4126621B2 (ja) * 1996-11-25 2008-07-30 日本農薬株式会社 殺虫・殺ダニ剤
US5935623A (en) * 1998-01-15 1999-08-10 Milwhite, Inc. Use of thermally treated clays in animal feeds
JP4376061B2 (ja) 2002-02-08 2009-12-02 ゾルファイ フルーオル ゲゼルシャフト ミット ベシュレンクテル ハフツング アルケノンの製造
US10188413B1 (en) 2004-04-21 2019-01-29 Acclarent, Inc. Deflectable guide catheters and related methods
US9399121B2 (en) 2004-04-21 2016-07-26 Acclarent, Inc. Systems and methods for transnasal dilation of passageways in the ear, nose or throat
US9351750B2 (en) 2004-04-21 2016-05-31 Acclarent, Inc. Devices and methods for treating maxillary sinus disease
US8894614B2 (en) 2004-04-21 2014-11-25 Acclarent, Inc. Devices, systems and methods useable for treating frontal sinusitis
US7559925B2 (en) 2006-09-15 2009-07-14 Acclarent Inc. Methods and devices for facilitating visualization in a surgical environment
US7462175B2 (en) * 2004-04-21 2008-12-09 Acclarent, Inc. Devices, systems and methods for treating disorders of the ear, nose and throat
US20060063973A1 (en) 2004-04-21 2006-03-23 Acclarent, Inc. Methods and apparatus for treating disorders of the ear, nose and throat
US20060004323A1 (en) 2004-04-21 2006-01-05 Exploramed Nc1, Inc. Apparatus and methods for dilating and modifying ostia of paranasal sinuses and other intranasal or paranasal structures
US20070208252A1 (en) 2004-04-21 2007-09-06 Acclarent, Inc. Systems and methods for performing image guided procedures within the ear, nose, throat and paranasal sinuses
US9089258B2 (en) 2004-04-21 2015-07-28 Acclarent, Inc. Endoscopic methods and devices for transnasal procedures
US7654997B2 (en) 2004-04-21 2010-02-02 Acclarent, Inc. Devices, systems and methods for diagnosing and treating sinusitus and other disorders of the ears, nose and/or throat
US7419497B2 (en) 2004-04-21 2008-09-02 Acclarent, Inc. Methods for treating ethmoid disease
US7803150B2 (en) 2004-04-21 2010-09-28 Acclarent, Inc. Devices, systems and methods useable for treating sinusitis
US9101384B2 (en) 2004-04-21 2015-08-11 Acclarent, Inc. Devices, systems and methods for diagnosing and treating sinusitis and other disorders of the ears, Nose and/or throat
US9554691B2 (en) 2004-04-21 2017-01-31 Acclarent, Inc. Endoscopic methods and devices for transnasal procedures
US20070167682A1 (en) 2004-04-21 2007-07-19 Acclarent, Inc. Endoscopic methods and devices for transnasal procedures
US8702626B1 (en) 2004-04-21 2014-04-22 Acclarent, Inc. Guidewires for performing image guided procedures
US8951225B2 (en) 2005-06-10 2015-02-10 Acclarent, Inc. Catheters with non-removable guide members useable for treatment of sinusitis
EP2323724A1 (en) 2008-09-18 2011-05-25 Acclarent, Inc. Methods and apparatus for treating disorders of the ear nose and throat
US9155492B2 (en) 2010-09-24 2015-10-13 Acclarent, Inc. Sinus illumination lightwire device

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4140696A (en) * 1973-08-22 1979-02-20 Gruppo Lepetit S.P.A. Aminopyrrole derivatives
US4198502A (en) * 1973-08-22 1980-04-15 Gruppo Lepetit S.P.A. Aminopyrrole derivatives
JPS5935392B2 (ja) * 1976-11-09 1984-08-28 日本化薬株式会社 ベンゾニトリル類の製造方法
JPS5511524A (en) * 1978-07-10 1980-01-26 Nippon Soda Co Ltd Cyanopyrrole derivative, its preparation and agricultural and horticultural fungicide
DE2928967A1 (de) * 1979-07-18 1981-02-12 Bayer Ag Azolyl-alkenole, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
JPS5750953A (en) * 1980-09-11 1982-03-25 Sumitomo Chem Co Ltd Preparation of hydroxybenzonitriles
EP0182737A3 (de) * 1984-10-16 1986-10-08 Ciba-Geigy Ag 3-Phenylpyrrolderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel

Also Published As

Publication number Publication date
ATE74592T1 (de) 1992-04-15
US4822919A (en) 1989-04-18
JPS6197262A (ja) 1986-05-15
EP0182738B1 (de) 1992-04-08
EP0182738A2 (de) 1986-05-28
AU3801189A (en) 1989-10-19
US4705801A (en) 1987-11-10
EP0182738A3 (en) 1987-08-26
DE3585821D1 (de) 1992-05-14
CA1261854A (en) 1989-09-26
ZA857892B (en) 1986-06-25
AU4870385A (en) 1986-04-24
IL76695A0 (en) 1986-02-28
CA1273943C (ko) 1990-09-11
AU583061B2 (en) 1989-04-20

Similar Documents

Publication Publication Date Title
KR860003215A (ko) 4-페닐피롤 유도체의 제조방법
ES2000603A6 (es) Un procedimiento para preparar aril-piperidino carbinoles
DE3472407D1 (en) Process for preparing cyanohydrine derivatives containing phosphorus
KR850007601A (ko) 페남 유도체의 제조방법
Kobayashi et al. Reactions of Sulfoxides with Magnesium Amides. Transformation of Sulfoxides into Sulfides, Dithioacetals, and Vinyl Sulfides.
KR850007586A (ko) 피롤리돈 유도체의 제조방법
US4417048A (en) N-alkylation of organonitrogen compounds
AU563050B2 (en) Synthesis of azetidin-3-ols
PT79724A (en) Chemical synthesis
ES8307236A1 (es) Un procedimiento para la preparacion de ranitidina.
ES8106727A1 (es) Procedimiento de preparacion de derivados 15-hidroxiimino-e-homoeburnanos,de sus sales de adicion acidas y de sus deri- vados opticamente activos
US4562262A (en) Preparation of polycyclic nitrogen-containing compounds
KR910007920A (ko) 3-아로일-2-옥스인돌-1-카복스아미드의 제조방법
ATE19781T1 (de) Androstenen enthaltenden pharmazeutische zusammensetzungen.
KR970010772A (ko) 7-아미노-3-메톡시메틸-3-세펨-4-카르복실산의 신규 제조방법
SE8502973D0 (sv) Framstellning av aminderivat
SU1325052A1 (ru) Способ получени 5,5-бис-/2-метил-5-нитро-1,3-диоксанила/
KR910003636B1 (ko) 벤조페논 옥심화합물의 제조방법
GB2002350A (en) Preparation of tetramisole intermediate
ATE73456T1 (de) Synthese von azetidinonen.
DK0546875T3 (da) Hidtil ukendt fremgangsmåde til fremstilling af 20-oxo-17-alpha,21-dihydroxyderivater af pregnan og mellemprodukter dertil
YU187290A (sh) Postopek za proizvodnjo optično aktivnega 2-(tetrahidropiran-2-iloksi)-1-propano ol, nov intermediat, uporabljen pri tem postopku, ter njegova priprava
JPS647973B2 (ko)
ES8302687A1 (es) &#34;procedimiento para la preparacion de derivados de 2-oxa-biciclo (3.3.0) octano&#34;.
KR940014350A (ko) 신규 1, 6-디아미노 피리미딘-4-티온 유도체 및 이의 제조방법

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E601 Decision to refuse application