IE37526L - Quinoxaline-1, 4-dioxides - Google Patents

Quinoxaline-1, 4-dioxides

Info

Publication number
IE37526L
IE37526L IE730580A IE58073A IE37526L IE 37526 L IE37526 L IE 37526L IE 730580 A IE730580 A IE 730580A IE 58073 A IE58073 A IE 58073A IE 37526 L IE37526 L IE 37526L
Authority
IE
Ireland
Prior art keywords
alkyl
alkoxy
hydrogen
carbonyl
methoxy
Prior art date
Application number
IE730580A
Other versions
IE37526B1 (en
Original Assignee
Pfizer
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 Pfizer filed Critical Pfizer
Publication of IE37526L publication Critical patent/IE37526L/en
Publication of IE37526B1 publication Critical patent/IE37526B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/50Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
    • C07D241/52Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/12Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Paints Or Removers (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

1432443 2 - Quinoxaline - carboxamide - 1,4- dioxides PFIZER Inc 26 March 1973 [1 May 1972] 14518/73 Heading C2C Compounds I: in which one of X 1 and X 2 is hydrogen, chloro, fluoro, bromo, methyl, methoxy, trifluoromethyl or -SO 2 -NR 3 R 4 (where R 3 and R 4 are hydrogen or methyl) and the other is hydrogen, chloro, bromo, methyl or methoxy with the proviso that when one of X 1 and X 2 is SO 2 -NR 3 R 4 , the other is hydrogen, R 1 is hydrogen, alkyl, cycloalkyl, hydroxyalkyl, phenyl or allyl, R 2 is hydrogen, allyl cycloalkyl, benzyl, alkyl (optionally substituted by amino, mono- or di-(C 1-4 alkyl)amino, pyrrolo, piperazino, pyrrolidino, piperidino, morpholino, piperazino (optionally N-substituted by hydroxy-C 1-4 alkyl, C 1-4 alkanoyl, C 1-4 alkyl or (C 1-4 alkoxy) carbonyl), imidazoldino, hydroxy, C 1-4 alkoxy, carboxy, (C 1-4 alkoxy) carbonyl, carbamoyl, mono- or di-(C 1-4 alkyl) carbamyl, C 1-4 alkanoyloxy or C 1-4 alkanoylamino) or phenyl (optionally substituted by C 1-4 alkyl, C 1-4 alkoxy, amino, mono- or di-(C 1-4 alkyl) amino, carboxy, (C 1-4 alkoxy) carbonyl, hydroxy, carbamoyl; or trifluoromethyl) or NR 1 R 2 represents pyrrolo, pyrrolidino, piperidino, morpholino, piperazino (optionally, N-substituted by C 1-4 alkyl, hydroxy C 1-4 alkyl, C 1-4 alkanoyl or (C 1-4 alkoxy) carbonyl) are prepared by reacting a benzofuroxan II: with an amine HNR 1 R 2 and a pyruvic acid ester CH 3 -CO-CO-OR in which R is an ester forming group preferably C 1-6 alkyl, phenyl (optionally substituted by methyl, methoxy or chloro), benzyl (optionally substituted by methoxy or bromo), phenethyl, chloroethyl, hydroxyethyl, dimethylaminopropyl, methoxyethyl or cyclohexyl. Compound II (X 1 =CF 3 , X 2 =H) is prepared from 2 - nitro - 4 - trifluoromethylaniline with NaNO 2 and cone. H 2 SO 4 to form an azide which cyclizes on reflux. Compounds II (X 1 = SO 2 NR 3 R 4 , X 2 =H; X 1 =OMe, X 2 =Me; X 1 = Cl, X 2 =Me or MeO) are prepared by reacting an X 1 , X 2 substituted 2-nitroaniline with NaOCl solution. [GB1432443A]
IE580/73A 1972-05-01 1973-04-12 Improved process for making 2-quinoxaline-carboxamide-1,4-dioxides IE37526B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US24937372A 1972-05-01 1972-05-01

Publications (2)

Publication Number Publication Date
IE37526L true IE37526L (en) 1973-11-01
IE37526B1 IE37526B1 (en) 1977-08-17

Family

ID=22943199

Family Applications (1)

Application Number Title Priority Date Filing Date
IE580/73A IE37526B1 (en) 1972-05-01 1973-04-12 Improved process for making 2-quinoxaline-carboxamide-1,4-dioxides

Country Status (19)

Country Link
JP (1) JPS5726275B2 (en)
AT (1) AT333767B (en)
BE (1) BE797983A (en)
CA (1) CA1002047A (en)
CH (2) CH568307A5 (en)
DE (1) DE2316765A1 (en)
DK (1) DK143336C (en)
ES (1) ES413579A1 (en)
FI (1) FI55505C (en)
FR (1) FR2182957B1 (en)
GB (1) GB1432443A (en)
IE (1) IE37526B1 (en)
IN (1) IN139311B (en)
NL (1) NL7305048A (en)
NO (1) NO139173C (en)
PH (1) PH12684A (en)
PL (1) PL96591B1 (en)
SE (1) SE405853B (en)
ZA (1) ZA732418B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5128121A (en) * 1974-09-04 1976-03-09 Nagashima Special Paint SUBERIDOMETORYOOYOBISONOSEIZOHOHO
FR2350096A1 (en) 1976-05-03 1977-12-02 Oreal COMPOSITIONS INTENDED FOR COLORING THE SKIN BASED ON QUINOXALINE DERIVATIVES
DE2747700A1 (en) * 1977-10-25 1979-05-03 Bayer Ag PROCESS FOR PRODUCING NEW QUINOXALIN-DI-N-OXIDES AND THEIR USE AS A MEDICINAL PRODUCT
WO1995009159A1 (en) * 1993-09-28 1995-04-06 Otsuka Pharmaceutical Company, Limited Quinoxaline derivative as antidiabetic agent
JPH09227740A (en) * 1996-02-21 1997-09-02 Daicel Chem Ind Ltd Glass fiber-reinforced polystyrene-based resin composition

Also Published As

Publication number Publication date
FR2182957B1 (en) 1976-09-10
IN139311B (en) 1976-06-05
ZA732418B (en) 1974-02-27
BE797983A (en) 1973-10-10
DK143336B (en) 1981-08-10
GB1432443A (en) 1976-04-14
JPS5726275B2 (en) 1982-06-03
FI55505B (en) 1979-04-30
IE37526B1 (en) 1977-08-17
PH12684A (en) 1979-07-18
JPS4924980A (en) 1974-03-05
DK143336C (en) 1981-12-07
CH568307A5 (en) 1975-10-31
FR2182957A1 (en) 1973-12-14
AT333767B (en) 1976-12-10
FI55505C (en) 1979-08-10
ATA321073A (en) 1976-04-15
DE2316765A1 (en) 1973-11-15
NO139173B (en) 1978-10-09
CA1002047A (en) 1976-12-21
NO139173C (en) 1979-01-17
PL96591B1 (en) 1978-01-31
NL7305048A (en) 1973-11-05
CH568988A5 (en) 1975-11-14
SE405853B (en) 1979-01-08
ES413579A1 (en) 1976-01-16

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