GB826668A - Process for manufacturing basic carboxamides - Google Patents

Process for manufacturing basic carboxamides

Info

Publication number
GB826668A
GB826668A GB1848155A GB1848155A GB826668A GB 826668 A GB826668 A GB 826668A GB 1848155 A GB1848155 A GB 1848155A GB 1848155 A GB1848155 A GB 1848155A GB 826668 A GB826668 A GB 826668A
Authority
GB
United Kingdom
Prior art keywords
alkyl
hydrogen
dimethylanilide
carbon atoms
hydrochloride
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
GB1848155A
Inventor
Heinrich Rinderknecht
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.)
CROOKES LAB Ltd
Original Assignee
CROOKES LAB 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 CROOKES LAB Ltd filed Critical CROOKES LAB Ltd
Priority to GB1848155A priority Critical patent/GB826668A/en
Publication of GB826668A publication Critical patent/GB826668A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Carboxamides of the general formulae <FORM:0826668/IV (b)/1> <FORM:0826668/IV (b)/2> and their acid addition salts (R3 and R4 represent hydrogen atoms or alkyl groups, R5 represents an alkyl group containing from 1 to 5 carbon atoms, and of the symbols X, Y and Z two are hydrogen or alkyl (and may be different) and the other represents the group -CONR1R2 wherein R1 is aryl which may be substituted e.g. by alkyl or alkoxy groups of from 1 to 7 carbon atoms, and R2 is hydrogen) are prepared by forming by mixed anhydride synthesis a carboxamide of formulae <FORM:0826668/IV (b)/3> <FORM:0826668/IV (b)/4> reacting the carboxamide with an alkylating agent R5A (A is an acid residue) and then selectively hydrogenating the product. Detailed examples illustrate the preparation of N - methylhexahydropicolyl - 2,6 - dimethylanilide hydriodide, N - methylhexahydroisonicotinyl-2,6-dimethylanilide hydrochloride, Nmethylhexahydronicotinyl 2,6-dimethylanilide hydriodide, N - ethylhexahydroisonicotinyl2,6 - dimethylanilide hydrochloride and Nmethyltetrahydroquinaldinyl - 2,6 - dimethylanilide and its hydrochloride. Specification 770,129 is referred to.ALSO:Anaesthetic compositions comprise carboxamides of the formulae <FORM:0826668/VI/1> and their acid addition salts (R3 and R4 are hydrogen or alkyl groups, R5 is alkyl containing less than 6 carbon atoms, two or X, Y and Z are hydrogen or alkyl and the third is -CONR1R2, where R1 is aryl and R2 is hydrogen) together with a pharmaceutical carrier, e.g. an aqueous or non-aqueous solvent for injection, or an ointment base for topical application.
GB1848155A 1955-06-27 1955-06-27 Process for manufacturing basic carboxamides Expired GB826668A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1848155A GB826668A (en) 1955-06-27 1955-06-27 Process for manufacturing basic carboxamides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1848155A GB826668A (en) 1955-06-27 1955-06-27 Process for manufacturing basic carboxamides

Publications (1)

Publication Number Publication Date
GB826668A true GB826668A (en) 1960-01-20

Family

ID=10113167

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1848155A Expired GB826668A (en) 1955-06-27 1955-06-27 Process for manufacturing basic carboxamides

Country Status (1)

Country Link
GB (1) GB826668A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2355826A1 (en) * 1976-06-22 1978-01-20 Bofors Ab PROCESS FOR THE PREPARATION OF 2,6-XYLYLIDE HYDROCHLORIDE FROM N-METHYL-PIPERIDINE-2-CARBOXYLIC ACID
US11406738B2 (en) 2013-07-30 2022-08-09 Teoxane Composition comprising hyaluronic acid and mepivacaine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2355826A1 (en) * 1976-06-22 1978-01-20 Bofors Ab PROCESS FOR THE PREPARATION OF 2,6-XYLYLIDE HYDROCHLORIDE FROM N-METHYL-PIPERIDINE-2-CARBOXYLIC ACID
US11406738B2 (en) 2013-07-30 2022-08-09 Teoxane Composition comprising hyaluronic acid and mepivacaine

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