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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic 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
- C07D405/02—Heterocyclic 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
- C07D405/12—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic 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
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [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
- C07D307/83—Oxygen atoms
-
- 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)
- 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.
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)
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 |
-
0
- GB GB1084290D patent/GB1084290A/en not_active Expired
-
1963
- 1963-12-02 SE SE13318/63A patent/SE311167B/xx unknown
-
1964
- 1964-11-11 IL IL22428A patent/IL22428A/en unknown
- 1964-11-17 BR BR164404/64A patent/BR6464404D0/en unknown
- 1964-11-21 DE DE19641445465 patent/DE1445465A1/en active Pending
- 1964-11-23 CH CH1507264A patent/CH451962A/en unknown
- 1964-11-23 BE BE656100A patent/BE656100A/xx unknown
- 1964-11-25 AT AT997764A patent/AT252227B/en active
- 1964-11-30 ES ES0306577A patent/ES306577A1/en not_active Expired
- 1964-12-01 NO NO155816A patent/NO117923B/no unknown
- 1964-12-01 DK DK591164AA patent/DK109989C/en active
- 1964-12-02 NL NL6413996A patent/NL6413996A/xx unknown
- 1964-12-02 FR FR997050A patent/FR3884M/fr not_active Expired
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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