ATE271T1 - PROCESS FOR THE PREPARATION OF 2-VINYLPYRIDINE FROM ACETYLENE AND ACRYLENE NITRILE. - Google Patents
PROCESS FOR THE PREPARATION OF 2-VINYLPYRIDINE FROM ACETYLENE AND ACRYLENE NITRILE.Info
- Publication number
- ATE271T1 ATE271T1 AT79103429T AT79103429T ATE271T1 AT E271 T1 ATE271 T1 AT E271T1 AT 79103429 T AT79103429 T AT 79103429T AT 79103429 T AT79103429 T AT 79103429T AT E271 T1 ATE271 T1 AT E271T1
- Authority
- AT
- Austria
- Prior art keywords
- vinylpyridine
- acetylene
- preparation
- acrylene
- nitrile
- Prior art date
Links
- HSFWRNGVRCDJHI-UHFFFAOYSA-N Acetylene Chemical compound C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title abstract 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000002825 nitriles Chemical class 0.000 title 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 1
- ZSEHKBVRLFIMPB-UHFFFAOYSA-N cobalt;cyclopenta-1,3-diene Chemical compound [Co].C=1C=C[CH-]C=1 ZSEHKBVRLFIMPB-UHFFFAOYSA-N 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 230000035484 reaction time Effects 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
- C07D213/06—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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/08—Preparation by ring-closure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Abstract
A process is described for the catalytic, selective preparation of 2-vinylpyridine from acetylene and acrylonitrile using a cyclopentadienylcobalt catalyst or pi -allylcobalt catalyst at elevated temperature in an inert solvent, wherein the acrylonitrile concentration is up to 2 mols/liter and the reaction is carried out at a temperature over 140 DEG C. and up to 180 DEG C., the reaction time being not more than 50 minutes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2840460A DE2840460C2 (en) | 1978-09-16 | 1978-09-16 | Catalytic process for the production of 2-vinylpyridine from acetylene and acrylonitrile |
| EP79103429A EP0009685B1 (en) | 1978-09-16 | 1979-09-13 | Process for the preparation of 2-vinylpyridine from acetylene and acrylonitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE271T1 true ATE271T1 (en) | 1981-10-15 |
Family
ID=6049687
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT80107665T ATE2957T1 (en) | 1978-09-16 | 1979-09-13 | PI-INDENYL-(CYCLOOCTA-1,5-DIEN)-COBALT, PI- |
| AT79103429T ATE271T1 (en) | 1978-09-16 | 1979-09-13 | PROCESS FOR THE PREPARATION OF 2-VINYLPYRIDINE FROM ACETYLENE AND ACRYLENE NITRILE. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT80107665T ATE2957T1 (en) | 1978-09-16 | 1979-09-13 | PI-INDENYL-(CYCLOOCTA-1,5-DIEN)-COBALT, PI- |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US4266061A (en) |
| EP (2) | EP0032553B1 (en) |
| JP (1) | JPS6041671B2 (en) |
| AT (2) | ATE2957T1 (en) |
| CA (1) | CA1130292A (en) |
| DE (3) | DE2840460C2 (en) |
| MX (1) | MX150997A (en) |
| SU (1) | SU888817A3 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3117363A1 (en) * | 1981-05-02 | 1982-11-18 | Studiengesellschaft Kohle mbH, 4330 Mülheim | METHOD FOR PRODUCING PYRIDINE AND PYRIDINE DERIVATIVES FROM ALKINES AND CYANO COMPOUNDS IN THE PRESENCE OF COBALT OR RHODIUM COMPLEX COMPOUNDS WITH BORUS LIGANDS |
| US4477673A (en) * | 1982-01-27 | 1984-10-16 | Ciba-Geigy Corporation | Process for the preparation of substituted divinylpyridines and novel substituted divinylpyridines |
| DE3205550A1 (en) * | 1982-02-17 | 1983-08-25 | Studiengesellschaft Kohle mbH, 4330 Mülheim | MANUFACTURE OF TRANSITION METAL COMPLEXES |
| EP0110177B1 (en) * | 1982-11-06 | 1989-03-22 | Denki Kagaku Kogyo Kabushiki Kaisha | Substituted cyclopentadienyl cobalt complexes and synthesis of pyridine homologues by means of the complexes |
| US8658802B2 (en) | 2012-07-19 | 2014-02-25 | Ut-Battelle, Llc | Methods for the synthesis of deuterated vinyl pyridine monomers |
| CN109824736A (en) * | 2019-03-28 | 2019-05-31 | 苏州欣溪源新材料科技有限公司 | A kind of cobalt complex and preparation method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3829429A (en) * | 1970-01-07 | 1974-08-13 | Du Pont | Catalytic synthesis of substituted pyridines from acetylenes and nitriles |
| JPS4912680A (en) * | 1972-05-11 | 1974-02-04 | ||
| DE2416295C3 (en) * | 1974-04-04 | 1980-01-10 | Studiengesellschaft Kohle Mbh, 4330 Muelheim | Process for the preparation of mono- or polysubstituted pyridines by catalytic mixed cyclization of alkynes with nitriles in the presence of a cobalt complex compound |
| DE2615309C2 (en) * | 1975-09-18 | 1987-02-12 | Lonza Ag, Gampel, Wallis | Process for the catalytic preparation of 2-substituted pyridines |
| CH612939A5 (en) * | 1975-09-18 | 1979-08-31 | Lonza Ag | |
| DE2724111C2 (en) * | 1977-05-27 | 1979-06-21 | Studiengesellschaft Kohle Mbh, 4330 Muelheim | Process for the preparation of transition metal-olefin complexes and of alkali metal-transition metal-olefin complexes |
-
1978
- 1978-09-16 DE DE2840460A patent/DE2840460C2/en not_active Expired
-
1979
- 1979-09-13 EP EP80107665A patent/EP0032553B1/en not_active Expired
- 1979-09-13 MX MX179269A patent/MX150997A/en unknown
- 1979-09-13 SU SU792809608A patent/SU888817A3/en active
- 1979-09-13 AT AT80107665T patent/ATE2957T1/en not_active IP Right Cessation
- 1979-09-13 EP EP79103429A patent/EP0009685B1/en not_active Expired
- 1979-09-13 DE DE7979103429T patent/DE2960940D1/en not_active Expired
- 1979-09-13 DE DE8080107665T patent/DE2965145D1/en not_active Expired
- 1979-09-13 AT AT79103429T patent/ATE271T1/en not_active IP Right Cessation
- 1979-09-14 CA CA335,611A patent/CA1130292A/en not_active Expired
- 1979-09-14 US US06/075,458 patent/US4266061A/en not_active Expired - Lifetime
- 1979-09-17 JP JP54119985A patent/JPS6041671B2/en not_active Expired
-
1980
- 1980-06-02 US US06/155,803 patent/US4267329A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0032553B1 (en) | 1983-04-06 |
| MX150997A (en) | 1984-09-06 |
| DE2965145D1 (en) | 1983-05-11 |
| EP0009685A2 (en) | 1980-04-16 |
| EP0009685B1 (en) | 1981-10-07 |
| DE2840460C2 (en) | 1980-12-11 |
| ATE2957T1 (en) | 1983-04-15 |
| DE2960940D1 (en) | 1981-12-17 |
| JPS6041671B2 (en) | 1985-09-18 |
| JPS5540699A (en) | 1980-03-22 |
| DE2840460B1 (en) | 1980-03-27 |
| US4266061A (en) | 1981-05-05 |
| EP0009685A3 (en) | 1980-05-14 |
| SU888817A3 (en) | 1981-12-07 |
| US4267329A (en) | 1981-05-12 |
| EP0032553A1 (en) | 1981-07-29 |
| CA1130292A (en) | 1982-08-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| REN | Ceased due to non-payment of the annual fee |