GB1420310A - Oxindole diamine derivatives and a process for their preparation - Google Patents

Oxindole diamine derivatives and a process for their preparation

Info

Publication number
GB1420310A
GB1420310A GB5549072A GB5549072A GB1420310A GB 1420310 A GB1420310 A GB 1420310A GB 5549072 A GB5549072 A GB 5549072A GB 5549072 A GB5549072 A GB 5549072A GB 1420310 A GB1420310 A GB 1420310A
Authority
GB
United Kingdom
Prior art keywords
present
amount
isatin derivative
reaction product
oxindole
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
GB5549072A
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1420310A publication Critical patent/GB1420310A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/38—Oxygen atoms in positions 2 and 3, e.g. isatin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/10—Alpha-amino-carboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Indole Compounds (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

1420310 Oxindole diamine derivatives CIBAGEIGY AG 1 Dec 1972 [2 Dec 1971] 55490/72 Heading C2C Novel compounds of Formula I where R is an N-C 1 to C 6 alkyl or N-aryl are prepared by (a) reacting an isatin derivative of Formula II with an anilide of Formula III where X is C 1 to C 6 alkyl, aryl or anilino in the presence of a Friedel-Crafts catalyst in an inert solvent at a temperature of from 50‹ to 150‹ C., the isatin derivative being present in an amount ranging from 1% to 15% by weight of the total reaction mixture, the anilide being present in at least a mole equivalent amount based on the amount of the isatin derivative, and the Friedel- Crafts catalyst being present in an amount ranging from 2 to 10 mole equivalents based on the amount of the isatin derivative present in the reaction mixture; (b) precipitating the resultant reaction product from step (a) by dilution with a solvent which is not a solvent for the reaction product from step (a); and (c) hydrolysing the reaction product in an aqueous acidic solution, e.g. acetic acid, water and sulphuric acid.
GB5549072A 1971-12-02 1972-12-01 Oxindole diamine derivatives and a process for their preparation Expired GB1420310A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US20430171A 1971-12-02 1971-12-02

Publications (1)

Publication Number Publication Date
GB1420310A true GB1420310A (en) 1976-01-07

Family

ID=22757365

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5549072A Expired GB1420310A (en) 1971-12-02 1972-12-01 Oxindole diamine derivatives and a process for their preparation

Country Status (4)

Country Link
JP (1) JPS4862753A (en)
DE (1) DE2258505A1 (en)
FR (1) FR2164236A5 (en)
GB (1) GB1420310A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003078394A1 (en) * 2002-03-15 2003-09-25 Eli Lilly And Company Dihydroindol-2-one derivatives as steroid hormone nuclear receptor modulators
WO2005097107A3 (en) * 2004-04-08 2006-03-30 Bioimage As Diphenyl - indol-2-on compounds and their use in the treatment of cancer

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1296010C (en) * 1985-12-16 1992-02-18 Patrick F. King Di- and triarylurethane dye precursors

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003078394A1 (en) * 2002-03-15 2003-09-25 Eli Lilly And Company Dihydroindol-2-one derivatives as steroid hormone nuclear receptor modulators
US7250442B2 (en) 2002-03-15 2007-07-31 Eli Lilly And Company Dihydroindol-2-one derivatives as steroid hormone nuclear receptor modulators
WO2005097107A3 (en) * 2004-04-08 2006-03-30 Bioimage As Diphenyl - indol-2-on compounds and their use in the treatment of cancer

Also Published As

Publication number Publication date
FR2164236A5 (en) 1973-07-27
JPS4862753A (en) 1973-09-01
DE2258505A1 (en) 1973-06-07

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Legal Events

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