DK49780A - PROCEDURE FOR THE PREPARATION OF BENZAZEPINS AND INTERMEDIATES THAT CAN BE USED IN THE PREPARATION - Google Patents

PROCEDURE FOR THE PREPARATION OF BENZAZEPINS AND INTERMEDIATES THAT CAN BE USED IN THE PREPARATION

Info

Publication number
DK49780A
DK49780A DK49780A DK49780A DK49780A DK 49780 A DK49780 A DK 49780A DK 49780 A DK49780 A DK 49780A DK 49780 A DK49780 A DK 49780A DK 49780 A DK49780 A DK 49780A
Authority
DK
Denmark
Prior art keywords
preparation
toluenesulphonyloxy
methanesulphonyloxy
bromine
chlorine
Prior art date
Application number
DK49780A
Other languages
Danish (da)
Inventor
E J Trybulski
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of DK49780A publication Critical patent/DK49780A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
    • C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
    • C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • 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
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • 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
    • C07C45/67—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 isomerisation; by change of size of the carbon skeleton
    • C07C45/68—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—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 isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • 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
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
    • 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
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LU, NL, SE Compounds of the general formula see diagramm : EP0052599,P6,F2 wherein X and Y each signify hydrogen, halogen with an atomic number of at most 35 or trifluoromethyl and Z signifies hydroxy, methanesulphonyloxy, toluenesulphonyloxy, bromine or chlorine. 1. Claims for the Contracting State : AT A process for the manufacture of propargyl derivatives of the general formula see diagramm : EP0052599,P6,F1 wherein X and Y each signify hydrogen, halogen with an atomic number of at most 35 or trifluoromethyl and Z signifies hydroxy, methanesulphonyloxy, toluenesulphonyloxy, bromine or chlorine, characterized by reacting a compound of the general formula see diagramm : EP0052599,P6,F3 wherein X and Y have the above significance, with propargyl alcohol in the presence of a palladium (II) salt, an organophosphine, a tertiary or secondary amine and of copper (I) iodide and, if desired, converting the resulting compound of formula I in which Z signifies hydroxy into a compound of formula I in which Z signifies methanesulphonyloxy, toluenesulphonyloxy, bromine or chlorine.
DK49780A 1979-02-07 1980-02-05 PROCEDURE FOR THE PREPARATION OF BENZAZEPINS AND INTERMEDIATES THAT CAN BE USED IN THE PREPARATION DK49780A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1011879A 1979-02-07 1979-02-07
CH51180 1980-01-22

Publications (1)

Publication Number Publication Date
DK49780A true DK49780A (en) 1980-08-08

Family

ID=25684787

Family Applications (1)

Application Number Title Priority Date Filing Date
DK49780A DK49780A (en) 1979-02-07 1980-02-05 PROCEDURE FOR THE PREPARATION OF BENZAZEPINS AND INTERMEDIATES THAT CAN BE USED IN THE PREPARATION

Country Status (9)

Country Link
EP (2) EP0014454B1 (en)
AT (2) ATE13420T1 (en)
AU (1) AU534862B2 (en)
CA (1) CA1128937A (en)
DE (2) DE3070688D1 (en)
DK (1) DK49780A (en)
IE (1) IE49383B1 (en)
IL (1) IL59330A (en)
NZ (1) NZ192775A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3165365D1 (en) * 1980-05-16 1984-09-13 Hoffmann La Roche 3h-2-benzazepines, intermediates, processes for preparing them and compositions containing them
US4394311A (en) * 1980-05-16 1983-07-19 Hoffmann-La Roche Inc. Production of 2-benzazepines
US4388239A (en) * 1980-05-16 1983-06-14 Hoffmann-La Roche Inc. Production of 1-halophenyl and 1-phenyl-3,4-dihydro-5H-2-benzazepine-5-ones
US4402876A (en) * 1980-05-16 1983-09-06 Hoffmann-La Roche Inc. Production of 2-benzazepines
FR2649975B1 (en) * 1989-07-19 1991-11-22 Inst Nat Rech Chimique NOVEL ACETYLENIC DERIVATIVES, THEIR PREPARATION PROCESS, NOVEL ACETYLENIC POLYMERS AND THEIR APPLICATIONS

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1045244A (en) * 1964-03-03 1966-10-12 Wyeth John & Brother Ltd ªÏ-phthalimidoalkyl ketones and pharmaceutical compositions thereof
US3420817A (en) * 1966-12-06 1969-01-07 Hoffmann La Roche 4,1,5-benzoxadiazocin-2-ons and processes for preparing same
US3939271A (en) * 1974-06-03 1976-02-17 Ciba-Geigy Corporation Antidepressive and antianxiety composition comprising 2-pyrazolyl-benzophenones
NL7506570A (en) * 1974-06-03 1975-12-05 Ciba Geigy Pyrazolo-benzazepine derivs - useful as antidepressants of the imipramine type
FR2278327A2 (en) * 1974-07-19 1976-02-13 Roussel Uclaf 4-(3-Benzoylphenyl)-butanols and butenols - with antiinflammatory and analgesic activity
US4243589A (en) * 1979-11-30 1981-01-06 Hoffmann-La Roche Inc. Triazolobenzazepines and processes for their production

Also Published As

Publication number Publication date
DE3070688D1 (en) 1985-06-27
DE3060864D1 (en) 1982-11-04
ATE13420T1 (en) 1985-06-15
EP0014454A2 (en) 1980-08-20
IE49383B1 (en) 1985-10-02
AU534862B2 (en) 1984-02-16
AU5515480A (en) 1980-08-14
ATE1582T1 (en) 1982-10-15
NZ192775A (en) 1982-12-07
EP0014454B1 (en) 1982-09-22
EP0052599A2 (en) 1982-05-26
CA1128937A (en) 1982-08-03
IL59330A (en) 1983-07-31
IL59330A0 (en) 1980-05-30
IE800228L (en) 1980-08-07
EP0052599B1 (en) 1985-05-22
EP0052599A3 (en) 1982-08-11
EP0014454A3 (en) 1980-10-15

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Legal Events

Date Code Title Description
AHB Application shelved due to non-payment