GB1300928A - 0-aza-9-oxafluorenes - Google Patents

0-aza-9-oxafluorenes

Info

Publication number
GB1300928A
GB1300928A GB23840/69A GB2384069A GB1300928A GB 1300928 A GB1300928 A GB 1300928A GB 23840/69 A GB23840/69 A GB 23840/69A GB 2384069 A GB2384069 A GB 2384069A GB 1300928 A GB1300928 A GB 1300928A
Authority
GB
United Kingdom
Prior art keywords
aza
reaction
unsubstituted
phenoxy
pyridine
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
GB23840/69A
Inventor
Derek Cocker John
Ian Gregory Gordon
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.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories Ltd
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 Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Priority to GB23840/69A priority Critical patent/GB1300928A/en
Priority to IE528/70A priority patent/IE34188B1/en
Priority to ZA702941*A priority patent/ZA702941B/en
Priority to CH671870A priority patent/CH557375A/en
Priority to DE19702022024 priority patent/DE2022024A1/en
Priority to CH635673A priority patent/CH541575A/en
Priority to FR7016604A priority patent/FR2051509B1/fr
Priority to AT412370A priority patent/AT303717B/en
Priority to NL7006739A priority patent/NL7006739A/xx
Priority to BE750128D priority patent/BE750128A/en
Publication of GB1300928A publication Critical patent/GB1300928A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C07D213/643—2-Phenoxypyridines; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1300928 1-Aza-9-oxafluorenes GLAXO LABORATORIES Ltd 30 April 1970 [9 May 1969] 23840/69 Heading C2C [Also in Division A5] Novel 1-aza-9-oxafluorenes are prepared (a) by cyclization of a 2-phenoxy-pyridine-3- diazonium salt (which is unsubstituted in an o-position of the phenoxy group) using a catalyst or by photolysis; (b) by photolysis of a 2-(2<SP>1</SP>-halophenoxy)-pyridine or a 2-phenoxypyridine-2<SP>1</SP>-diazonium salt (which is unsubstituted in the 3-position of the pyridine ring); (c) when a nucleophilic residue is present at the 2- and/or 4-position, by reaction of a 2- and/or 4-halo-1-aza-9-oxafluorene with a nucleophilic reagent; (d) when a nucleophilic residue is present at the 2-position, by reaction of a 2- unsubstituted 1-OR<SP>3</SP>-1-aza-9-oxafluorene quaternary salt, wherein R<SP>3</SP> is an aliphatic or araliphatic group, with a nucleophilic reagent; (e) when an oxygen atom is attached to the ring nitrogen atom, by reaction of a 1-aza-9-oxafluorene with an organic or inorganic peracid; (f) when a 6-substituent is present, by direct electrophilic substitution of the corresponding 6-unsubstituted compound; (g) when the starting material for process (d) above is required, by reaction of the corresponding N-oxide with an aliphatic or araliphatic reactive ester; and (h) when a 4-halo substituent is present, by reaction of a 4-unsubstituted 1-aza-9-oxafluorene-1- oxide with a phosphorus oxyhalide. 2 - Phenoxy - pyridine - 3 - diazonium salts (which are unsubstituted in an o-position of the phenoxy group) are prepared by condensation of a phenol having a free o-position with a 2- halo-3-nitropyridine, reduction of the resulting 2-phenoxy-3-nitropyridine and diazotization of the 2 - phenoxy - 3 - aminopyridine so obtained. 2-(o-Chlorophenoxy)-pyridine is prepared by reaction of o-chlorophenol with 2-chloropyridine in the presence of potassium hydroxide.
GB23840/69A 1969-05-09 1969-05-09 0-aza-9-oxafluorenes Expired GB1300928A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
GB23840/69A GB1300928A (en) 1969-05-09 1969-05-09 0-aza-9-oxafluorenes
IE528/70A IE34188B1 (en) 1969-05-09 1970-04-27 1-aza-9-oxafluorenes
ZA702941*A ZA702941B (en) 1969-05-09 1970-04-30 Novel heterocyclic compounds having anti-viral activity
CH671870A CH557375A (en) 1969-05-09 1970-05-05 PROCESS FOR THE PREPARATION OF NEW 1-AZA-9-OXAFLUORENES AND THEIR USE.
DE19702022024 DE2022024A1 (en) 1969-05-09 1970-05-05 1-Aza-9-oxafluorenes and processes for their preparation
CH635673A CH541575A (en) 1969-05-09 1970-05-05 Process for the preparation of new 1-aza-9-oxafluorenes
FR7016604A FR2051509B1 (en) 1969-05-09 1970-05-06
AT412370A AT303717B (en) 1969-05-09 1970-05-06 Process for the preparation of new 1-aza-9-oxafluorenes and their salts
NL7006739A NL7006739A (en) 1969-05-09 1970-05-08
BE750128D BE750128A (en) 1969-05-09 1970-05-08 1-AZA-9-OXAFLUORENES, PROCESS FOR THEIR PREPARATION AND THEIR APPLICATIONS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB23840/69A GB1300928A (en) 1969-05-09 1969-05-09 0-aza-9-oxafluorenes

Publications (1)

Publication Number Publication Date
GB1300928A true GB1300928A (en) 1972-12-29

Family

ID=10202160

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23840/69A Expired GB1300928A (en) 1969-05-09 1969-05-09 0-aza-9-oxafluorenes

Country Status (9)

Country Link
AT (1) AT303717B (en)
BE (1) BE750128A (en)
CH (2) CH541575A (en)
DE (1) DE2022024A1 (en)
FR (1) FR2051509B1 (en)
GB (1) GB1300928A (en)
IE (1) IE34188B1 (en)
NL (1) NL7006739A (en)
ZA (1) ZA702941B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018135362A (en) * 2012-09-20 2018-08-30 ユー・ディー・シー アイルランド リミテッド Azadibenzofurans for electronic applications

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018135362A (en) * 2012-09-20 2018-08-30 ユー・ディー・シー アイルランド リミテッド Azadibenzofurans for electronic applications
US10249827B2 (en) 2012-09-20 2019-04-02 Udc Ireland Limited Azadibenzofurans for electronic applications

Also Published As

Publication number Publication date
IE34188B1 (en) 1975-03-05
ZA702941B (en) 1971-01-27
FR2051509A1 (en) 1971-04-09
CH557375A (en) 1974-12-31
BE750128A (en) 1970-11-09
DE2022024A1 (en) 1970-11-19
IE34188L (en) 1970-11-09
CH541575A (en) 1973-10-31
AT303717B (en) 1972-12-11
NL7006739A (en) 1970-11-11
FR2051509B1 (en) 1974-03-22

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee