CA1137486A - Process for the preparation of 2,5-bis(2,2,2- trifluoroethoxy)-n-(2-piperidylmethyl) benzamidee - Google Patents

Process for the preparation of 2,5-bis(2,2,2- trifluoroethoxy)-n-(2-piperidylmethyl) benzamidee

Info

Publication number
CA1137486A
CA1137486A CA000346919A CA346919A CA1137486A CA 1137486 A CA1137486 A CA 1137486A CA 000346919 A CA000346919 A CA 000346919A CA 346919 A CA346919 A CA 346919A CA 1137486 A CA1137486 A CA 1137486A
Authority
CA
Canada
Prior art keywords
bis
trifluoroethoxy
formula
compound
acetophenone
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
Application number
CA000346919A
Other languages
English (en)
French (fr)
Inventor
Charles M. Leir
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Riker Laboratories Inc
Original Assignee
Riker Laboratories Inc
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 Riker Laboratories Inc filed Critical Riker Laboratories Inc
Application granted granted Critical
Publication of CA1137486A publication Critical patent/CA1137486A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • 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
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CA000346919A 1979-03-19 1980-03-04 Process for the preparation of 2,5-bis(2,2,2- trifluoroethoxy)-n-(2-piperidylmethyl) benzamidee Expired CA1137486A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US2133179A 1979-03-19 1979-03-19
US2133279A 1979-03-19 1979-03-19
US21,332 1979-03-19
US21,331 1979-03-19

Publications (1)

Publication Number Publication Date
CA1137486A true CA1137486A (en) 1982-12-14

Family

ID=26694559

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000346919A Expired CA1137486A (en) 1979-03-19 1980-03-04 Process for the preparation of 2,5-bis(2,2,2- trifluoroethoxy)-n-(2-piperidylmethyl) benzamidee

Country Status (14)

Country Link
JP (8) JPH01125339A (nl)
CA (1) CA1137486A (nl)
CH (1) CH643829A5 (nl)
DE (1) DE3010195A1 (nl)
DK (3) DK167062B1 (nl)
ES (1) ES8104227A1 (nl)
FR (7) FR2454438A1 (nl)
GB (2) GB2045760B (nl)
IE (1) IE49558B1 (nl)
IL (1) IL59623A (nl)
IT (1) IT1195262B (nl)
NL (1) NL191486C (nl)
PT (1) PT70967A (nl)
SE (5) SE447992B (nl)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2519974A1 (fr) * 1982-01-21 1983-07-22 Rhone Poulenc Spec Chim Procede d'acylation d'halogeno ou trihalogenomethylbenzenes
FR2519979A1 (fr) * 1982-01-21 1983-07-22 Rhone Poulenc Spec Chim Procede de preparation de trifluoromethoxy ou trifluoromethylthiophenylsulfones
FR2519975A1 (fr) * 1982-01-21 1983-07-22 Rhone Poulenc Spec Chim Procede de preparation de trifluoromethoxy ou trifluoromethylthiophenylcetones
FR2519980A1 (fr) * 1982-01-21 1983-07-22 Rhone Poulenc Spec Chim Procede de sulfonylation d'halogeno ou trihalogenomethylbenzenes
FR2525588A1 (fr) * 1982-04-22 1983-10-28 Rhone Poulenc Spec Chim Procede de preparation de phenylcetones a partir d'halogeno ou trihalogenomethylbenzenes et de composes aliphatiques ou aromatiques trihalogenomethyles
EP0175188A1 (de) * 1984-09-11 1986-03-26 Nihon Tokushu Noyaku Seizo K.K. Carbamoylimidazol-Derivate
US4675448A (en) * 1985-02-13 1987-06-23 Ethyl Corporation Chlorination process
FR2579591B1 (fr) * 1985-03-29 1988-10-14 Rhone Poulenc Spec Chim Procede de preparation de derives pentafluoroethoxy et pentafluoroethylthiobenzeniques
FR2579594B1 (fr) * 1985-03-29 1987-06-05 Rhone Poulenc Spec Chim Procede de preparation de trifluoroethoxy ou trifluoroethylthiobenzenes
DE3786037T2 (de) * 1986-04-25 1993-11-25 Abbott Lab Tracer zur Benutzung in immunologischen Fluoreszenz-Polarisationsverfahren zum Nachweis von Flecainid.
NZ219913A (en) * 1986-04-25 1990-08-28 Riker Laboratories Inc Various flecainide derivatives and antibodies raised thereto
DE3644798A1 (de) * 1986-12-31 1988-07-14 Hoechst Ag Neue nitrohaloalkoxybenzole, verfahren zu ihrer herstellung und ihre verwendung
FR2640262B1 (fr) * 1988-12-14 1991-05-31 Rhone Poulenc Chimie Procede de preparation de cetones aryliques trifluoroethoxylees
IL120715A (en) * 1997-04-21 2000-07-16 Finetech Ltd Process for the preparation of (2,2,2,-trifluoroethoxy)benzoic acids
US6316627B1 (en) * 1997-04-21 2001-11-13 Fine Tech Ltd. Process for the preparation of flecainide
IL121288A (en) 1997-07-11 2000-10-31 Finetech Ltd Process and a novel intermediate for the preparation of flecainide
US7196197B2 (en) 2003-09-17 2007-03-27 Apotex Pharmachem Inc. Process for the preparation of Flecainide, its pharmaceutically acceptable salts and important intermediates thereof
JP4894226B2 (ja) * 2005-10-31 2012-03-14 Ｄｉｃ株式会社 ハイドロキノン骨格を有する含フッ素液晶化合物の製造方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3539642A (en) * 1967-07-19 1970-11-10 Geigy Chem Corp 2-phenyl-2-(1-naphthyl)acetamides
US3772304A (en) * 1969-10-30 1973-11-13 Hoffmann La Roche 4-hydroxy-isoquinolines and processes for their preparation
US3719687A (en) * 1970-07-22 1973-03-06 Riker Laboratories Inc N-(2-dialkylaminoalkylene)amides of 1,1-dihydroperfluoroalkoxy-substituted aryl acids and salts thereof
US3655728A (en) 1970-07-22 1972-04-11 Riker Laboratories Inc N-(2 - dialkylaminoalkylene)-esters of fluoroalkoxy-substituted aryl carboxylic acid and salts thereof
US3967949A (en) * 1973-06-18 1976-07-06 Eli Lilly And Company Fluoroalkoxyphenyl-substituted nitrogen heterocycles as plant stunting agents
US4169108A (en) * 1973-08-16 1979-09-25 Sterling Drug Inc. 5(OR 6)-[(Substituted-amino)alkyl]-2,3-naphthalenediols
US4005209A (en) * 1974-04-01 1977-01-25 Riker Laboratories, Inc. Antiarrhythmic method utilizing fluoroalkoxy-N-piperidyl and pyridyl benzamides
US4013670A (en) * 1974-04-01 1977-03-22 Riker Laboratories, Inc. Derivatives of pyrrolidine and piperidine
US3900481A (en) * 1974-04-01 1975-08-19 Riker Laboratories Inc Derivatives of pyrrolidine and piperidine
IL49803A (en) * 1975-06-28 1979-11-30 Fisons Ltd Preparation of pyrogallol
DE2616478C2 (de) * 1976-04-14 1986-05-22 Brickl, Rolf, Dr., 7951 Warthausen Fluoracylresorcine enthaltende Arzneimittel, Biocide und Kosmetika
JPS6023656B2 (ja) * 1976-09-02 1985-06-08 川研フアインケミカル株式会社 アルコキシ芳香族化合物の製造方法
US4097481A (en) * 1976-11-08 1978-06-27 Riker Laboratories, Inc. Tertiary amide derivatives of pyrrolidine and piperidine
US4071524A (en) * 1976-11-08 1978-01-31 Riker Laboratories, Inc. Derivatives of urea

Also Published As

Publication number Publication date
GB2097000B (en) 1983-11-30
FR2468570A1 (fr) 1981-05-08
DK122290A (da) 1990-05-17
SE8901532D0 (sv) 1989-04-27
DK112180A (da) 1980-09-20
SE8901533D0 (sv) 1989-04-27
IL59623A (en) 1983-07-31
JPH01125339A (ja) 1989-05-17
NL191486B (nl) 1995-04-03
IT8020746A0 (it) 1980-03-18
DK79891A (da) 1991-04-30
PT70967A (en) 1980-04-01
SE447993B (sv) 1987-01-12
CH643829A5 (de) 1984-06-29
JPH0339498B2 (nl) 1991-06-14
SE447992B (sv) 1987-01-12
IE800549L (en) 1980-09-19
SE8901532L (sv) 1989-04-27
FR2468571B1 (nl) 1983-03-11
JPH0149695B2 (nl) 1989-10-25
DK167062B1 (da) 1993-08-23
SE463418B (sv) 1990-11-19
FR2454438A1 (fr) 1980-11-14
GB2045760A (en) 1980-11-05
JPH01125343A (ja) 1989-05-17
JPH01104045A (ja) 1989-04-21
SE8002003L (sv) 1980-09-20
DE3010195C2 (nl) 1990-10-25
DK164857C (da) 1993-01-18
FR2468591A1 (fr) 1981-05-08
SE8901533L (sv) 1989-04-27
IE49558B1 (en) 1985-10-30
SE8401554D0 (sv) 1984-03-21
NL191486C (nl) 1995-08-04
DK122290D0 (da) 1990-05-17
JPH01125342A (ja) 1989-05-17
FR2468569B1 (nl) 1983-03-11
IT1195262B (it) 1988-10-12
SE463260B (sv) 1990-10-29
JPH0251908B2 (nl) 1990-11-08
IL59623A0 (en) 1980-06-30
FR2454438B1 (nl) 1982-07-23
SE8401555L (sv) 1984-03-21
FR2468591B1 (nl) 1983-07-22
FR2468571A1 (fr) 1981-05-08
JPH022870B2 (nl) 1990-01-19
FR2468576A1 (fr) 1981-05-08
ES489629A0 (es) 1981-04-01
JPH01104044A (ja) 1989-04-21
JPH01104043A (ja) 1989-04-21
GB2045760B (en) 1983-05-11
FR2468590B1 (nl) 1983-09-23
JPH0251907B2 (nl) 1990-11-08
JPH01125344A (ja) 1989-05-17
FR2468590A1 (fr) 1981-05-08
FR2468576B1 (nl) 1983-01-21
FR2468569A1 (fr) 1981-05-08
DK79891D0 (da) 1991-04-30
GB2097000A (en) 1982-10-27
SE8401554L (sv) 1984-03-21
DK164857B (da) 1992-08-31
SE8401555D0 (sv) 1984-03-21
JPH0372212B2 (nl) 1991-11-18
FR2468570B1 (nl) 1983-03-11
SE463419B (sv) 1990-11-19
NL8001551A (nl) 1980-09-23
ES8104227A1 (es) 1981-04-01
DE3010195A1 (de) 1980-10-02
JPH022869B2 (nl) 1990-01-19
JPH0251906B2 (nl) 1990-11-08
JPH01125341A (ja) 1989-05-17

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