GB698965A - Process for the production of new pyridine-dicarboxylic acid amides - Google Patents

Process for the production of new pyridine-dicarboxylic acid amides

Info

Publication number
GB698965A
GB698965A GB10089/51A GB1008951A GB698965A GB 698965 A GB698965 A GB 698965A GB 10089/51 A GB10089/51 A GB 10089/51A GB 1008951 A GB1008951 A GB 1008951A GB 698965 A GB698965 A GB 698965A
Authority
GB
United Kingdom
Prior art keywords
dicarboxylic acid
general formula
pyridine
amide
amido
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
GB10089/51A
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.)
Cilag AG
Original Assignee
Cilag 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 Cilag AG filed Critical Cilag AG
Publication of GB698965A publication Critical patent/GB698965A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides

Abstract

The invention comprises pyridine-3 : 5-dicarboxylic acid amides of the general formula <FORM:0698965/IV (b)/1> (wherein R1 represents hydrogen, R2 and R3 represent alkyl radicals in which the hydrogen atoms may be replaced by aryl or dialkylamino groups, or R2 may also be hydrogen, and R4 represents hydrogen or an alkyl group, or R3 and R4 together represent a cycloalkylene chain which may be interrupted by an oxygen or sulphur atom or an >N-alkyl group); the manufacture of symmetrical amides covered by the general formula by reacting a dihalide, the diazide or the dimethyl or diethyl ester of pyridine-3 : 5-dicarboxylic acid with an amine of the general formula <FORM:0698965/IV (b)/2> and the manufacture of the unsymmetrical amides of the foregoing general formula by reacting a halide, azide or methyl or ethyl ester of a pyridine-3 : 5-dicarboxylic acid monoamide of the general formula <FORM:0698965/IV (b)/3> with an amine NHR3R4, or a halide, azide or methyl or ethyl ester of a pyridine-3 : 5-dicarboxylic acid monoamide of the general formula <FORM:0698965/IV (b)/4> with an amine NHR1R2. The products possess valuable pharmacological properties. Examples describe the preparation of pyridine-3 : 5-dicarboxylic acid 3-amido-5-diethylamide, 5-morpholido-, 5-piperidido-, 5-(21-methylpiperidido)-, 5-(N1-isopropylpiperazido)- and 5-(21-diethylaminoethyl) - amido - 3 - amide, 3 - amido - 5 - (21 : 21 : 21 - tributylethyl) - amide and - 5 - (11 : 21 - diphenylethyl) - amide, 3 -(21 - diethylaminoethyl) - amido - 5 - (111 : 211 - di - phenylethyl)-amide and bis-(11 : 21-diphenylethyl)-amide.
GB10089/51A 1950-05-12 1951-04-30 Process for the production of new pyridine-dicarboxylic acid amides Expired GB698965A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH698965X 1950-05-12

Publications (1)

Publication Number Publication Date
GB698965A true GB698965A (en) 1953-10-28

Family

ID=4529863

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10089/51A Expired GB698965A (en) 1950-05-12 1951-04-30 Process for the production of new pyridine-dicarboxylic acid amides

Country Status (1)

Country Link
GB (1) GB698965A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4775763A (en) * 1981-02-03 1988-10-04 Imperial Chemical Industries Metal extractants

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4775763A (en) * 1981-02-03 1988-10-04 Imperial Chemical Industries Metal extractants

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