SE311167B - - Google Patents

Info

Publication number
SE311167B
SE311167B SE13318/63A SE1331863A SE311167B SE 311167 B SE311167 B SE 311167B SE 13318/63 A SE13318/63 A SE 13318/63A SE 1331863 A SE1331863 A SE 1331863A SE 311167 B SE311167 B SE 311167B
Authority
SE
Sweden
Prior art keywords
lower alkyl
hydrogen
groups
coo
chlorine
Prior art date
Application number
SE13318/63A
Inventor
A Braendstroem
S Carlsson
Original Assignee
Haessle Ab
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
Priority to GB1084290D priority Critical patent/GB1084290A/en
Application filed by Haessle Ab filed Critical Haessle Ab
Priority to SE13318/63A priority patent/SE311167B/xx
Priority to IL22428A priority patent/IL22428A/en
Priority to BR164404/64A priority patent/BR6464404D0/en
Priority to DE19641445465 priority patent/DE1445465A1/en
Priority to CH1507264A priority patent/CH451962A/en
Priority to BE656100A priority patent/BE656100A/xx
Priority to AT997764A priority patent/AT252227B/en
Priority to ES0306577A priority patent/ES306577A1/en
Priority to DK591164AA priority patent/DK109989C/en
Priority to NO155816A priority patent/NO117923B/no
Priority to NL6413996A priority patent/NL6413996A/xx
Priority to FR997051A priority patent/FR1415355A/en
Priority to FR997050A priority patent/FR3884M/fr
Publication of SE311167B publication Critical patent/SE311167B/xx

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/12Heterocyclic 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 chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
    • C07D307/83Oxygen atoms
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Safety Valves (AREA)

Abstract

1,084,290. Benzofurans. HASSLE, APOTEKARE PAUL NORDSTROMS FABRIKER A.B. Dec. 2, 1964 [Dec. 2, 1963], No. 49068/64. Heading C2C. New compounds of Formula (I) wherein m and n are each 1 or 2, R is lower (i.e. up to 5C) alkyl, lower alkoxystyryl or a phenyl group optionally substituted by lower alkyl, lower alkoxy, lower alkylene dioxy, fluorine, chlorine, bromine or trifluoromethyl, R<SP>1</SP> is (when n is 1) hydrogen, fluorine, chlorine, bromine, lower alkyl or lower alkoxy or together with R<SP>2</SP> represents benzo, R<SP>2</SP> is (when m is 1) hydrogen, fluorine, chlorine, bromine, benzoyl, lower alkyl or lower alkoxy, or (when R<SP>1</SP> is hydrogen) nitro, amino, hydroxy, lower acyloxy, lower alkoxybenzoyloxy, lower dialkylamino or lower acylamino and, when n is 2, R<SP>1</SP> is methyl and, when m is 2, R<SP>2</SP> is chlorine, A is C 1-4 alkylene, R<SP>3</SP> is hydrogen or lower alkyl, R<SP>4</SP> is lower alkyl, #-phenylethyl or benzyl, or NR<SP>3</SP>R<SP>4</SP> is pyrrolidino, piperidino, hexamethyleneimino, morpholino, lower dialkylmorpholino, piperazino, lower alkylpiperazino, benzylpiperazino or tetrahydropyridino, and their pharmaceutically acceptable acid addition salts, are prepared by condensing a compound of Formula (II) with a compound Y-A<SP>1</SP>-NQ<SP>3</SP>Q<SP>4</SP> (wherein A<SP>1</SP>, Q, Q<SP>1</SP> and Q<SP>2</SP> correspond to A, R, R<SP>1</SP> and R<SP>2</SP> respectively save that hydroxy and amino groups Q<SP>2</SP> are substituted by protecting groups replaceable by hydrogen by hydrolysis or hydrogenation, Q<SP>3</SP> is lower alkyl or a said protecting group, Q<SP>4</SP> is as R<SP>4</SP>, NQ<SP>3</SP>Q<SP>4</SP> is as NR<SP>3</SP>R<SP>4</SP> save for the piperazino groups which are substituted in the 4-position by lower alkyl, benzyl or a said protecting group, and X and Y are atoms or groups reactable together to form an ether linkage), and where necessary replacing a said protecting group, optionally followed by acylation of amino or hydroxy groups R<SP>2</SP>, the optional hydrogenation of nitro to amino groups R<SP>2</SP> also being described. Starting materials which are 2-(R.CO)-3- HO-(R<SP>1</SP>) n (R<SP>2</SP>)m-benzofurans are preparable by methods (A) forming o-(R.COO)-chloracetophenones by acylation and treating these with NaH, (B) forming o-(R.COO)-acetophenones by acylation, bromination to o-(R.COO)- bromoacetophenones which are ring closed with NaOiPr, (C) treating o-(R.COO)-acetophenones with K 2 CO 3 to form o-(R.CO.CH 2 CO)- phenols which are ring closed with Br 2 /K 2 CO 3 . Additionally, 2 - (p - ethoxybenzoyl) - 3 - hydroxy - 6 - p - ethoxybenzoyloxy benzofuran is prepared from p-EtOPhCOCl and 2,4- diHO- #-chloroacetophenone. Pharmaceutical compositions comprise the new compounds with carriers, oral, rectal and parenteral preparations having analgesic, antipyretic, antiinflammatory, antitussive, anµsthetic and antispasmodic properties being described.
SE13318/63A 1963-12-02 1963-12-02 SE311167B (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
GB1084290D GB1084290A (en) 1963-12-02
SE13318/63A SE311167B (en) 1963-12-02 1963-12-02
IL22428A IL22428A (en) 1963-12-02 1964-11-11 Benzofuran derivatives and process for their production
BR164404/64A BR6464404D0 (en) 1963-12-02 1964-11-17 PROCESS FOR THE PRODUCTION OF NEW BENZOFURAN DERIVATIVES
DE19641445465 DE1445465A1 (en) 1963-12-02 1964-11-21 Process for the production of new benzofuran derivatives
CH1507264A CH451962A (en) 1963-12-02 1964-11-23 Process for the production of new benzofuran derivatives
BE656100A BE656100A (en) 1963-12-02 1964-11-23
AT997764A AT252227B (en) 1963-12-02 1964-11-25 Process for the production of new benzofurans
ES0306577A ES306577A1 (en) 1963-12-02 1964-11-30 Procedure for the obtaining of new benzofuran compounds. (Machine-translation by Google Translate, not legally binding)
DK591164AA DK109989C (en) 1963-12-02 1964-12-01 Process for the preparation of benzofuran derivatives or their salts.
NO155816A NO117923B (en) 1963-12-02 1964-12-01
NL6413996A NL6413996A (en) 1963-12-02 1964-12-02
FR997051A FR1415355A (en) 1963-12-02 1964-12-02 Benzofuran derivatives and process for obtaining
FR997050A FR3884M (en) 1963-12-02 1964-12-02

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE13318/63A SE311167B (en) 1963-12-02 1963-12-02

Publications (1)

Publication Number Publication Date
SE311167B true SE311167B (en) 1969-06-02

Family

ID=20297200

Family Applications (1)

Application Number Title Priority Date Filing Date
SE13318/63A SE311167B (en) 1963-12-02 1963-12-02

Country Status (13)

Country Link
AT (1) AT252227B (en)
BE (1) BE656100A (en)
BR (1) BR6464404D0 (en)
CH (1) CH451962A (en)
DE (1) DE1445465A1 (en)
DK (1) DK109989C (en)
ES (1) ES306577A1 (en)
FR (1) FR3884M (en)
GB (1) GB1084290A (en)
IL (1) IL22428A (en)
NL (1) NL6413996A (en)
NO (1) NO117923B (en)
SE (1) SE311167B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1209558A (en) * 1968-07-06 1970-10-21 Delalande Sa Derivatives of 5-cinnamoyl benzofuran and process for their preparation
WO2000046194A1 (en) * 1999-02-08 2000-08-10 Shionogi & Co., Ltd. Cyclic amine derivatives and uses thereof
FR2862646B1 (en) * 2003-11-20 2006-02-24 Merck Sante Sas NOVEL ANTIDIABETIC COMPOUNDS CONTAINING BENZOFURAN, BENZOTHIOPHENIC DERIVATIVES

Also Published As

Publication number Publication date
DK109989C (en) 1968-08-19
CH451962A (en) 1968-05-15
NO117923B (en) 1969-10-13
DE1445465A1 (en) 1972-04-20
GB1084290A (en) 1900-01-01
BE656100A (en) 1965-03-16
AT252227B (en) 1967-02-10
IL22428A (en) 1969-01-29
ES306577A1 (en) 1965-05-01
FR3884M (en) 1966-01-31
NL6413996A (en) 1965-06-03
BR6464404D0 (en) 1973-08-02

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