GB951061A - Substituted í¸-pyrrolines and í¸-tetrahydropyridines and process for their manufacture - Google Patents

Substituted í¸-pyrrolines and í¸-tetrahydropyridines and process for their manufacture

Info

Publication number
GB951061A
GB951061A GB15458/60A GB1545860A GB951061A GB 951061 A GB951061 A GB 951061A GB 15458/60 A GB15458/60 A GB 15458/60A GB 1545860 A GB1545860 A GB 1545860A GB 951061 A GB951061 A GB 951061A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
group containing
alkyl
hydrogen atom
radical
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
GB15458/60A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB951061A publication Critical patent/GB951061A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333—Radicals substituted by oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/335—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises substituted pyrrolines and tetrahydropyridines of the general formula: <FORM:0951061/C2/1> in which Z represents an alkylene radical and which contains a chain of 3 or 4 carbon atoms and which may be substituted by an alkyl group containing at most 4 carbon atoms, and R represents a substituted phenyl or naphthyl radical of the formula: <FORM:0951061/C2/2> <FORM:0951061/C2/3> in which R1 represents a hydroxyl group or an alkoxy, alkyl-mercapto or halogen-alkoxy group containing at most 4 carbon atoms, R2 and R3 each represents a hydrogen atom, a hydroxyl group or an alkyl or alkoxy group containing at most 4 carbon atoms, a carbalkoxy group containing at most 3 carbon atoms, or a halogen atom, R4 represents a hydrogen atom, a hydroxyl group or an alkyl or alkoxy group containing at most 4 carbon atoms, or R1 and R4 together represent an ethylene-dioxy group, or, when R represents a substituted phenyl radical and R3 represents a hydrogen atom, R1 may also represent a hydrogen atom and R4 represent a radical -X-R5, in which X represents an oxygen or sulphur atom, and R5 represents a group of the formula: <FORM:0951061/C2/4> in which Z, R2 and X have the meanings given above, and Y is a whole number from 2 to 6, and salts thereof. They are prepared by condensing a compound of type RH with a primary g or d -aminocarboxylic acid or a salt or reactive functional derivative thereof, e.g. an ester, in polyphosphoric acid medium. The products may be used as optical brighteners and ultraviolet absorbers for textiles (Division D1) or as vasopressor drugs.ALSO:Optical brighteners and ultraviolet absorbers for textile fibres, specifically polyacrylonitrile comprise substituted pyrrolines and tetrahydropyridines of the general formula: <FORM:0951061/D1-D2/1> in which Z represents an alkylene radical and which contains a chain of 3 or 4 carbon atoms and which may be substituted by an alkyl group containing at most 4 carbon atoms, and R represents a substituted phenyl or naphthyl radical of the formula: <FORM:0951061/D1-D2/2> in which R1 represents a hydroxyl group or an alkoxy, alkyl-mercapto or halogen-alkoxy group containing at most 4 carbon atoms, R2 and R3 each represents a hydrogen atom, a hydroxyl group or an alkyl or alkoxy group containing at most 4 carbon atoms, a carbalkoxy group containing at most 3 carbon atoms, or a halogen atom, R4 represents a hydrogen atom, a hydroxyl group or an alkyl or alkoxy group containing at most 4 carbon atoms, or R1 and R4 together represent an ethylenedioxy group, or, when R represents a substituted phenyl radical and R3 represents a hydrogen atom, R1 may also represent a hydrogen atom and R4 represent a radical -X-R5, in which X represents an oxygen or sulphur atom, and R5 represents a group of the formula: <FORM:0951061/D1-D2/3> in which Z, R2 and X have the meanings given above, and Y is a whole number from 2 to 6 and salts thereof. They may be applied from hot aqueous baths.
GB15458/60A 1959-04-30 1960-05-02 Substituted í¸-pyrrolines and í¸-tetrahydropyridines and process for their manufacture Expired GB951061A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF28351A DE1111188B (en) 1959-04-30 1959-04-30 Process for the preparation of heterocyclic nitrogen-containing bases arylated in the ª-position to the nitrogen atom and having a double bond in the 1, 2-position and salts thereof

Publications (1)

Publication Number Publication Date
GB951061A true GB951061A (en) 1964-03-04

Family

ID=7092842

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15458/60A Expired GB951061A (en) 1959-04-30 1960-05-02 Substituted í¸-pyrrolines and í¸-tetrahydropyridines and process for their manufacture

Country Status (3)

Country Link
CH (1) CH428731A (en)
DE (1) DE1111188B (en)
GB (1) GB951061A (en)

Also Published As

Publication number Publication date
DE1111188B (en) 1961-07-20
CH428731A (en) 1967-01-31

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