IE36186B1 - Benzofuran and benzothiphene derivatives - Google Patents

Benzofuran and benzothiphene derivatives

Info

Publication number
IE36186B1
IE36186B1 IE354/72A IE35472A IE36186B1 IE 36186 B1 IE36186 B1 IE 36186B1 IE 354/72 A IE354/72 A IE 354/72A IE 35472 A IE35472 A IE 35472A IE 36186 B1 IE36186 B1 IE 36186B1
Authority
IE
Ireland
Prior art keywords
alkyl
amino
compound
hydrogen
formula
Prior art date
Application number
IE354/72A
Other versions
IE36186L (en
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 IE36186L publication Critical patent/IE36186L/en
Publication of IE36186B1 publication Critical patent/IE36186B1/en

Links

Classifications

    • 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
    • C07D307/91Dibenzofurans; Hydrogenated dibenzofurans
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • 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
    • C07D307/93Heterocyclic 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 condensed with a ring other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/76Dibenzothiophenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1364806 Substituted tricyclic furans and thiophenes F HOFFMANN-LA ROCHE & CO AG 24 March 1972 [26 March 1971] 13877/72 Heading C2C Novel compounds of the Formula I wherein R 1 and R 2 are independently hydrogen, halogen, C 1-7 alkyl, C 1-7 alkoxy, C 1-7 alkylthio, trifluoromethyl, cyano, carbamoyl, carboxy, C 1-7 alkoxycarbonyl, nitro, amino, mono-(C 1-7 alkyl) amino, di-(C 1-7 alkyl) amino, acyl, acylamido, sulphamoyl, di-(C 1-7 alkyl) sulphamoyl, or difluoromethylsulphonyl; R 3 is hydrogen, C 1-7 alkyl, amino-C 1-7 alkyl, mono-(C 1-7 alkyl) amino-C 1-7 alkyl, di-(C 1-7 alkyl) amino C 1-7 alkyl; n is 1 or 2 and X is oxygen or sulphur, may be prepared by (a) cyclizing a compound of the formula II wherein at least one position on the phenyl ring ortho to X is unsubstituted, and R<SP>1</SP> 3 is C 1-7 alkyl, (b) treating a compound IIa wherein R<SP>1</SP> 1 and R<SP>1</SP> 2 are independently hydrogen, nitro, trifluoromethyl, C 1-7 alkoxycarbonyl, cyano or acyl (at least one of R<SP>1</SP> 1 and R<SP>1</SP> 2 being other than hydrogen) with an acidic catalyst to yield an appropriate substituted compound I in which X is oxygen, and (c) interconversion of substituents on I by known methods and separation of isomers, i.e. resolution, conversion to a salt with acid or base, saponification of a carboxylic ester group, conversion of a salt of compound I wherein R 3 represents hydrogen into a compound I wherein R 3 represents other than H or alkyl, reduction of a nitro to an amino group, conversion of an amino group into a diazonium salt and thence into hydrogen, halogen, cyano, hydroxy or alkoxy. Compounds of Formula IIa above are prepared by reacting compounds and Cycloalkanes of Formula IV are obtained by halogenating the corresponding halogen free compound. Pharmaceutical compositions having antiinflammatory and anti-rheumatic activity and which are useful for oral, enteral or parenteral administration, contain the above novel compounds I. [GB1364806A]
IE354/72A 1971-03-26 1972-03-20 Benzofuran and benzothiphene derivatives IE36186B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12857071A 1971-03-26 1971-03-26

Publications (2)

Publication Number Publication Date
IE36186L IE36186L (en) 1972-09-26
IE36186B1 true IE36186B1 (en) 1976-09-01

Family

ID=22435954

Family Applications (2)

Application Number Title Priority Date Filing Date
IE2067/74A IE36187B1 (en) 1971-03-26 1972-03-20 Phenoxy and phenylthio compounds
IE354/72A IE36186B1 (en) 1971-03-26 1972-03-20 Benzofuran and benzothiphene derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
IE2067/74A IE36187B1 (en) 1971-03-26 1972-03-20 Phenoxy and phenylthio compounds

Country Status (17)

Country Link
AR (3) AR192514A1 (en)
AT (2) AT319227B (en)
AU (1) AU463471B2 (en)
BE (1) BE781176A (en)
CA (1) CA988529A (en)
CH (1) CH574433A5 (en)
DE (1) DE2214501A1 (en)
DK (1) DK130345B (en)
ES (1) ES401162A1 (en)
FR (1) FR2130655B1 (en)
GB (2) GB1364807A (en)
HU (1) HU164250B (en)
IE (2) IE36187B1 (en)
IL (2) IL39036A (en)
NL (1) NL7203979A (en)
SE (2) SE385704B (en)
ZA (1) ZA721612B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ168896A3 (en) * 1995-06-27 1997-01-15 Egyt Gyogyszervegyeszeti Gyar Oxaindene derivatives and process for preparing thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7008628A (en) * 1969-06-25 1970-12-29

Also Published As

Publication number Publication date
GB1364806A (en) 1974-08-29
FR2130655B1 (en) 1975-06-20
GB1364807A (en) 1974-08-29
DK130345C (en) 1975-07-07
ES401162A1 (en) 1975-02-01
HU164250B (en) 1974-01-28
AU463471B2 (en) 1975-07-08
IL46790A (en) 1976-05-31
ZA721612B (en) 1972-11-29
IE36186L (en) 1972-09-26
AT319227B (en) 1974-12-10
SE7416328L (en) 1974-12-27
CH574433A5 (en) 1976-04-15
DE2214501A1 (en) 1972-10-05
IL39036A0 (en) 1972-06-28
IL39036A (en) 1976-05-31
FR2130655A1 (en) 1972-11-03
AU4024572A (en) 1972-03-21
AT313272B (en) 1974-02-11
SE385704B (en) 1976-07-19
CA988529A (en) 1976-05-04
AR194407A1 (en) 1973-07-13
AR192514A1 (en) 1973-02-21
NL7203979A (en) 1972-09-28
BE781176A (en) 1972-09-25
IE36187B1 (en) 1976-09-01
AR192515A1 (en) 1973-02-21
DK130345B (en) 1975-02-10

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