CA1261854A - METHOD FOR THE PREPARATION OF 4-PHENYLPYRROLE DERIVATIVES - Google Patents
METHOD FOR THE PREPARATION OF 4-PHENYLPYRROLE DERIVATIVESInfo
- Publication number
- CA1261854A CA1261854A CA000492847A CA492847A CA1261854A CA 1261854 A CA1261854 A CA 1261854A CA 000492847 A CA000492847 A CA 000492847A CA 492847 A CA492847 A CA 492847A CA 1261854 A CA1261854 A CA 1261854A
- Authority
- CA
- Canada
- Prior art keywords
- formula
- phenylpyrrole
- production processes
- phenylpyrrole derivatives
- img
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- LJDRAKFYYGCAQC-UHFFFAOYSA-N 3-phenyl-1h-pyrrole Chemical class N1C=CC(C=2C=CC=CC=2)=C1 LJDRAKFYYGCAQC-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- JPGBKFXRRIXQJL-UHFFFAOYSA-N 3-phenyl-4-(trifluoromethyl)-1h-pyrrole Chemical compound FC(F)(F)C1=CNC=C1C1=CC=CC=C1 JPGBKFXRRIXQJL-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
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
- C07D207/34—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
-
- 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
-
- 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)
- Pyrrole Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (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)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA000606047A CA1273943A (en) | 1984-10-16 | 1989-07-18 | 3-trifluoromethyl-4-phenylpyrroles |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH495084 | 1984-10-16 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000606047A Division CA1273943A (en) | 1984-10-16 | 1989-07-18 | 3-trifluoromethyl-4-phenylpyrroles |
Publications (2)
Publication Number | Publication Date |
---|---|
CA1261854A true CA1261854A (en) | 1989-09-26 |
CA1273943C CA1273943C (en, 2012) | 1990-09-11 |
Family
ID=4285348
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000492847A Expired CA1261854A (en) | 1984-10-16 | 1985-10-11 | METHOD FOR THE PREPARATION OF 4-PHENYLPYRROLE DERIVATIVES |
Country Status (10)
Country | Link |
---|---|
US (2) | US4705801A (en, 2012) |
EP (1) | EP0182738B1 (en, 2012) |
JP (1) | JPS6197262A (en, 2012) |
KR (1) | KR860003215A (en, 2012) |
AT (1) | ATE74592T1 (en, 2012) |
AU (2) | AU583061B2 (en, 2012) |
CA (1) | CA1261854A (en, 2012) |
DE (1) | DE3585821D1 (en, 2012) |
IL (1) | IL76695A0 (en, 2012) |
ZA (1) | ZA857892B (en, 2012) |
Families Citing this family (44)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3477662D1 (en) * | 1983-06-17 | 1989-05-18 | Ciba Geigy Ag | 3-phenyl-4-cyanopyrrole derivatives, process for their preparation and their use as microbicides |
DE3576952D1 (de) * | 1984-09-12 | 1990-05-10 | Ciba Geigy Ag | Verfahren zur herstellung von 4-phenyl-pyrrol-derivaten. |
ES2022443B3 (es) * | 1986-03-04 | 1991-12-01 | Ciba-Geigy Ag | Utilizacion fungicida de un derivado de cianopirrol. |
DE3702853A1 (de) * | 1987-01-31 | 1988-08-11 | Bayer Ag | 1-aminomethyl-3-aryl-4-cyano-pyrrole |
DE3702852A1 (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 |
US5455263A (en) * | 1987-07-29 | 1995-10-03 | American Cyanamid Company | Methods for the control and the protection of warm-blooded animals against infestation and infection by helminths, acarids and arthropod endo- and ectoparasites |
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 |
DE3912156A1 (de) * | 1989-04-13 | 1990-10-25 | Bayer Ag | 3-cyano-4-phenyl-pyrrol-derivate |
US5166395A (en) * | 1989-04-13 | 1992-11-24 | Bayer Aktiengesellschaft | Fungicidal 3-cyano-4-phenyl-pyrroles |
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 |
EP1480934A2 (de) | 2002-02-08 | 2004-12-01 | Solvay Fluor und Derivate GmbH | Herstellung von alkenonen |
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 |
US8894614B2 (en) | 2004-04-21 | 2014-11-25 | Acclarent, Inc. | Devices, systems and methods useable for treating frontal sinusitis |
US8702626B1 (en) | 2004-04-21 | 2014-04-22 | Acclarent, Inc. | Guidewires for performing image guided procedures |
US9089258B2 (en) | 2004-04-21 | 2015-07-28 | Acclarent, Inc. | Endoscopic methods and devices for transnasal procedures |
US9399121B2 (en) | 2004-04-21 | 2016-07-26 | Acclarent, Inc. | Systems and methods for transnasal dilation of passageways in the ear, nose or throat |
US7559925B2 (en) | 2006-09-15 | 2009-07-14 | Acclarent Inc. | Methods and devices for facilitating visualization in a surgical environment |
US10188413B1 (en) | 2004-04-21 | 2019-01-29 | Acclarent, Inc. | Deflectable guide catheters and related methods |
US9554691B2 (en) | 2004-04-21 | 2017-01-31 | Acclarent, Inc. | Endoscopic methods and devices for transnasal procedures |
US7462175B2 (en) * | 2004-04-21 | 2008-12-09 | Acclarent, Inc. | Devices, systems and methods 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 |
US20060063973A1 (en) | 2004-04-21 | 2006-03-23 | Acclarent, Inc. | Methods and apparatus for treating disorders of the ear, nose and throat |
US20070167682A1 (en) | 2004-04-21 | 2007-07-19 | 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 |
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 |
US7419497B2 (en) | 2004-04-21 | 2008-09-02 | Acclarent, Inc. | Methods for treating ethmoid disease |
US9351750B2 (en) | 2004-04-21 | 2016-05-31 | Acclarent, Inc. | Devices and methods for treating maxillary sinus disease |
US7803150B2 (en) | 2004-04-21 | 2010-09-28 | Acclarent, Inc. | Devices, systems and methods useable for treating sinusitis |
US8951225B2 (en) | 2005-06-10 | 2015-02-10 | Acclarent, Inc. | Catheters with non-removable guide members useable for treatment of sinusitis |
JP5584687B2 (ja) | 2008-09-18 | 2014-09-03 | アクラレント インコーポレイテッド | 耳、鼻、及び咽喉の疾患を治療するための方法及び装置 |
US9155492B2 (en) | 2010-09-24 | 2015-10-13 | Acclarent, Inc. | Sinus illumination lightwire device |
Family Cites Families (5)
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 |
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 |
EP0182737A3 (de) * | 1984-10-16 | 1986-10-08 | Ciba-Geigy Ag | 3-Phenylpyrrolderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel |
-
1985
- 1985-10-07 US US06/784,984 patent/US4705801A/en not_active Expired - Fee Related
- 1985-10-10 EP EP85810465A patent/EP0182738B1/de not_active Expired - Lifetime
- 1985-10-10 AT AT85810465T patent/ATE74592T1/de not_active IP Right Cessation
- 1985-10-10 DE DE8585810465T patent/DE3585821D1/de not_active Expired - Lifetime
- 1985-10-11 CA CA000492847A patent/CA1261854A/en not_active Expired
- 1985-10-14 IL IL76695A patent/IL76695A0/xx not_active IP Right Cessation
- 1985-10-15 KR KR1019850007572A patent/KR860003215A/ko not_active Ceased
- 1985-10-15 AU AU48703/85A patent/AU583061B2/en not_active Ceased
- 1985-10-15 ZA ZA857892A patent/ZA857892B/xx unknown
- 1985-10-16 JP JP60228998A patent/JPS6197262A/ja active Pending
-
1987
- 1987-08-26 US US07/090,200 patent/US4822919A/en not_active Expired - Fee Related
-
1989
- 1989-07-11 AU AU38011/89A patent/AU3801189A/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
IL76695A0 (en) | 1986-02-28 |
AU3801189A (en) | 1989-10-19 |
US4705801A (en) | 1987-11-10 |
EP0182738A2 (de) | 1986-05-28 |
ATE74592T1 (de) | 1992-04-15 |
AU4870385A (en) | 1986-04-24 |
KR860003215A (ko) | 1986-05-21 |
EP0182738A3 (en) | 1987-08-26 |
JPS6197262A (ja) | 1986-05-15 |
AU583061B2 (en) | 1989-04-20 |
DE3585821D1 (de) | 1992-05-14 |
ZA857892B (en) | 1986-06-25 |
CA1273943C (en, 2012) | 1990-09-11 |
EP0182738B1 (de) | 1992-04-08 |
US4822919A (en) | 1989-04-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA1261854A (en) | METHOD FOR THE PREPARATION OF 4-PHENYLPYRROLE DERIVATIVES | |
CS725686A3 (en) | Process for preparing novel imidazole derivatives | |
ES8800244A1 (es) | Un procedimiento para preparar naftiridinas antibacterianas | |
HUT57043A (en) | Process for producing pharmaceutical solutions comprising macrolide | |
ATE21105T1 (de) | 7-oxo-4-thia-1-aza(3.2.0)heptan- und 7-oxo-4-thia-1-aza-(3.2.0)hept-2-en-derivate. | |
HUT45984A (en) | Process for production of quinoline-derivatives and of their medically acceptable acid-additioned salts | |
MY116862A (en) | New processes for preparing pesticidal intermediates | |
EP0714900A3 (de) | Alkylhydrogenchlorsilane, Verfahren zu deren Herstellung und deren Verwendung | |
ES8703438A1 (es) | Un procedimiento para la preparacion de derivados de tia (axa) diazol. | |
ES8105682A1 (es) | Un procedimiento para preparar complejos de platino | |
UA8017A1 (uk) | Спосіб отримання похідних хінолінкарбонової кислоти | |
HUT48616A (en) | Process for producing thienylethylamine derivatives | |
MY107234A (en) | Process and intermediates for beta-lactams having aminothiazole (iminooxyacetic acid) acetic acid sidechains. | |
UA8020A1 (uk) | Спосіб отримання 2,4-діхлор-5-фторбензойної кислоти | |
DE3572965D1 (en) | Process for the production of optically active quinone derivatives | |
DE3660188D1 (en) | Process for the preparation of methyl n-methylanthranilate | |
PL337906A1 (en) | Method of obtaining derivatives of 2-alkyl thiobenzoic acid | |
BG33282A3 (en) | Method for obtaining of 4- amino- 5- chlorine- 1- phenylpyridazon- (6) | |
ES8200092A1 (es) | Procedimiento para la sintesis de esteres de la n-(4'hidro- xifenil) acetamida con acidos 5-benzoil-1-metilpirrol-2-ace-tico | |
FR2378033A1 (fr) | Procede de production de benzodiazepines | |
ES8601917A1 (es) | Procedimiento para producir 4,5-dihidro-6-vinil-3(2h)-piri- dazinonas y 6-vinil-3(2h)-piridazinonas | |
PL337895A1 (en) | Method of obtaining 2-alkylthiobenzonitrile derivatives | |
EP0259084A3 (en) | Crystalline n-(s-3-methylheptanoyl)-d-gamma-glutamyl-glycyl-d-alanine, and processes and intermediates therefor | |
DE3269684D1 (en) | Process for preparing (thio)hydantoins | |
DE3260654D1 (en) | N-(2-(2-amino-2-phenylethyl)phenyl)-2,2-dimethyl-propanamid and derivatives and a process for preparing the same |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
MKEX | Expiry |