DE957032C - Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren - Google Patents

Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren

Info

Publication number
DE957032C
DE957032C DEB20972A DEB0020972A DE957032C DE 957032 C DE957032 C DE 957032C DE B20972 A DEB20972 A DE B20972A DE B0020972 A DEB0020972 A DE B0020972A DE 957032 C DE957032 C DE 957032C
Authority
DE
Germany
Prior art keywords
esters
preparation
pyridinecarboxylic acids
acid
acids
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
DEB20972A
Other languages
English (en)
Inventor
Dr Curt Schuster
Dr Hermann Spaenig
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB20972A priority Critical patent/DE957032C/de
Application granted granted Critical
Publication of DE957032C publication Critical patent/DE957032C/de
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • 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
    • C07D213/79—Acids; Esters
    • C07D213/803—Processes of preparation
    • 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
    • C07D213/82—Amides; Imides in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

AUSGEGEBEN AM 31. JANUAR 1957
B 20972 IVb j12 p
Zusatz zum Patent 942
Gegenstand des Patents 942 509 ist ein Verfahren zur Herstellung von Estern der Nicotinsäure, bei dem freie Nicotinsäure mit überschüssigen Mengen von ein,- oder mehrwertigen, äthergruppenfreien Alkoholen ohne Zusatz von Katalysatoren und ohne Entfernung des entstehenden Wassers in Druckgefäßen auf etwa 120 bis 200° erhitzt wird.
Es wurde nun gefunden, daß man die gleiche Arbeitsmethode auch zur Herstellung von Estern anderer Pyridincarbonsäuren. als Nicotinsäure mit bestem Erfolg verwenden kann. Als geeignete Pyridincarbonsäuren seien insbesondere genannt die vom Pyridin und seinen Homologen abgeleiteten Carbonsäuren, die in 3- oder 4-Stellung die Carboxylgruppe tragen, wie Pyridin-4-carbonsäure und 2-Methylpyridin-4-carbonsäure.
Die in dem folgenden Beispiel genannten Teile sind Gewichtsteile.
Beispiel
500 Teile Isonicotinsäure werden mit 4000 Teilen n-Propylalkohol in einem Autoklav 10 Stunden auf 2oo° erhitzt. Nach dem Erkalten hat sich eine kleine Menge nicht umgesetzter Säure abgeschieden, von der abfiltriert wird. Dann wird der überschüssige Propylalkohol abdestilliert, wobei sich mit zunehmender Konzentration des Ester-Alkohol-
Gemisches nochmals eine kleine Menge unumgeset-ster Säure abscheidet, die gleichfalls abfiltriert wird. Die Gesamtmenge der nicht umgesetzten Säure beträgt etwa So Gewichtsteile. Durch Destillation bei io mm Druck geht der Isonicotinsäuren-propylester bei 117 bis 1220 in einer Ausbeute von etwa 80 % der Theorie über.

Claims (1)

  1. Patentanspruch:
    Weiterbildung des Verfahrens des Patents 942 509, dadurch gekennzeichnet, daß man hier zur Herstellung von Estern anderer Pyridincarbonsäuren als Nicotinsäure diese anderen Pyridincarbonsäuren mit überschüssigen Mengen von ein- oder mehrwertigen, äthergruppenfreien Alkoholen ohne Zusatz von Katalysatoren und ohne Entfernung des entstehenden Wassers in Druckgefäßen auf etwa 120 bis 200°' erhitzt.
    In Betracht gezogene Druckschriften:
    Deutsche Patentanmeldung T 3893 IVc/ 12p
    (Patent 912 929);
    Chem. Abstr., 1949, Sp. 7973 b, c.
    © 609 550/457 7.56 (609 777 1.57)
DEB20972A 1952-06-29 1952-06-29 Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren Expired DE957032C (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB20972A DE957032C (de) 1952-06-29 1952-06-29 Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB20972A DE957032C (de) 1952-06-29 1952-06-29 Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren

Publications (1)

Publication Number Publication Date
DE957032C true DE957032C (de) 1957-01-31

Family

ID=6960476

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB20972A Expired DE957032C (de) 1952-06-29 1952-06-29 Verfahren zur Herstellung von Estern von Pyridincarbonsaeuren

Country Status (1)

Country Link
DE (1) DE957032C (de)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE912929C (de) * 1951-02-11 1954-06-03 Karl Thomae G M B H Chemisch P Verfahren zur Herstellung von Nicotinsaeureestern

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE912929C (de) * 1951-02-11 1954-06-03 Karl Thomae G M B H Chemisch P Verfahren zur Herstellung von Nicotinsaeureestern

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