MX3299E - PROCEDURE TO PREPARE 4- AMINO - PIRIDINES - Google Patents
PROCEDURE TO PREPARE 4- AMINO - PIRIDINESInfo
- Publication number
- MX3299E MX3299E MX16676U MX16676U MX3299E MX 3299 E MX3299 E MX 3299E MX 16676 U MX16676 U MX 16676U MX 16676 U MX16676 U MX 16676U MX 3299 E MX3299 E MX 3299E
- Authority
- MX
- Mexico
- Prior art keywords
- formula
- group
- atom
- see gazette
- represent
- Prior art date
Links
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 150000003928 4-aminopyridines Chemical class 0.000 abstract 1
- GEIZYPUHEGXPEQ-UHFFFAOYSA-M 4-pyridin-1-ium-1-ylpyridine;chloride Chemical compound [Cl-].C1=CC=CC=[N+]1C1=CC=NC=C1 GEIZYPUHEGXPEQ-UHFFFAOYSA-M 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000001944 continuous distillation Methods 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
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
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
-
- 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
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
La presente invención se refiere a procedimiento para preparar 4-aminopiridinas de la fórmula general I; (VER GACETA) en la cual R1 y R2 que pueden ser iguales o diferentes, o un grupo alquilo con 1 a 4 átomos de carbono ó junto con el átomo de nitrógeno adyacente representan un anillo heterocíclico de 5 ó 6 miembros que puede contener como heteroátomo adicional un átomo de nitrógeno, oxígeno o azufre, en donde un cloruro de 4-piridilpiridinio o una sal del mismo se hace reaccionar con amida de ácido de la fórmula general II:(VER GACETA) en la cual R1 y R2 tienen los significados indicados arriba y Z representa un grupo de la fórmula -CO-R3, en el cual R3 representa un átomo de hidrógeno, un grupo alquilo inferior, un grupo de la fórmula: (VER GACETA) en la cual R4 y R5 cada uno representa un átomo de hidrógeno o un grupo de la fórmula: (VER GACETA) en la cual R4 y R5 tienen los significados arriba indicados: reacción que se lleva a cabo sin disolvente o en presencia de un disolvente inerte a una temperatura entre 120°C y 220°C con destilación contínua de la piridina producida.The present invention relates to a process for preparing 4-aminopyridines of the general formula I; (SEE GAZETTE) in which R1 and R2 which may be the same or different, or an alkyl group with 1 to 4 carbon atoms or together with the adjacent nitrogen atom represent a 5- or 6-membered heterocyclic ring that may contain as heteroatom additional a nitrogen, oxygen or sulfur atom, where a 4-pyridylpyridinium chloride or a salt thereof is reacted with an acid amide of the general formula II: (SEE GAZETTE) in which R1 and R2 have the indicated meanings above and Z represents a group of the formula -CO-R3, in which R3 represents a hydrogen atom, a lower alkyl group, a group of the formula: (SEE GAZETTE) in which R4 and R5 each represent an atom hydrogen or a group of the formula: (SEE GAZETTE) in which R4 and R5 have the meanings indicated above: reaction carried out without solvent or in the presence of an inert solvent at a temperature between 120 ° C and 220 ° C with continuous distillation of the pyridine produced.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752517774 DE2517774C3 (en) | 1975-04-18 | 1975-04-18 | Process for the preparation of 4-aminopyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX3299E true MX3299E (en) | 1980-08-29 |
Family
ID=5944672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX16676U MX3299E (en) | 1975-04-18 | 1976-04-12 | PROCEDURE TO PREPARE 4- AMINO - PIRIDINES |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS604817B2 (en) |
| BE (1) | BE840874A (en) |
| CA (1) | CA1054604A (en) |
| CH (1) | CH597189A5 (en) |
| DE (1) | DE2517774C3 (en) |
| DK (1) | DK142280C (en) |
| FR (1) | FR2307802A1 (en) |
| GB (1) | GB1548763A (en) |
| IE (1) | IE43092B1 (en) |
| IT (1) | IT1063241B (en) |
| LU (1) | LU74766A1 (en) |
| MX (1) | MX3299E (en) |
| NL (1) | NL7604013A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4390710A (en) | 1981-10-19 | 1983-06-28 | Ppg Industries, Inc. | Catalyst system for manufacturing p-chlorophenyl-N-methyl carbamate |
| EP1422222B1 (en) * | 1997-08-01 | 2008-12-03 | Vertellus Specialties Inc. | Process for preparing 4-[(di)alkylamino]pyridines |
| WO2024105319A1 (en) | 2022-11-15 | 2024-05-23 | Stellantis Auto Sas | Motor vehicle structure with rear axle support reinforcement |
-
1975
- 1975-04-18 DE DE19752517774 patent/DE2517774C3/en not_active Expired
-
1976
- 1976-03-30 DK DK142276A patent/DK142280C/en not_active IP Right Cessation
- 1976-04-12 GB GB1481376A patent/GB1548763A/en not_active Expired
- 1976-04-12 MX MX16676U patent/MX3299E/en unknown
- 1976-04-14 CH CH478976A patent/CH597189A5/xx not_active IP Right Cessation
- 1976-04-14 LU LU74766A patent/LU74766A1/xx unknown
- 1976-04-15 IE IE80776A patent/IE43092B1/en unknown
- 1976-04-15 NL NL7604013A patent/NL7604013A/en not_active Application Discontinuation
- 1976-04-16 IT IT2240676A patent/IT1063241B/en active
- 1976-04-16 BE BE166257A patent/BE840874A/en not_active IP Right Cessation
- 1976-04-16 FR FR7611335A patent/FR2307802A1/en active Granted
- 1976-04-19 JP JP4440976A patent/JPS604817B2/en not_active Expired
- 1976-10-18 CA CA263609A patent/CA1054604A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2517774C3 (en) | 1980-10-30 |
| LU74766A1 (en) | 1976-11-11 |
| IE43092L (en) | 1976-10-18 |
| GB1548763A (en) | 1979-07-18 |
| DK142280B (en) | 1980-10-06 |
| CA1054604A (en) | 1979-05-15 |
| DK142280C (en) | 1981-06-29 |
| DK142276A (en) | 1976-10-19 |
| CH597189A5 (en) | 1978-03-31 |
| DE2517774B2 (en) | 1980-02-28 |
| FR2307802B1 (en) | 1979-05-11 |
| DE2517774A1 (en) | 1976-10-28 |
| FR2307802A1 (en) | 1976-11-12 |
| IE43092B1 (en) | 1980-12-17 |
| BE840874A (en) | 1976-10-18 |
| JPS604817B2 (en) | 1985-02-06 |
| NL7604013A (en) | 1976-10-20 |
| JPS51128973A (en) | 1976-11-10 |
| IT1063241B (en) | 1985-02-11 |
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