GB777746A - Process for the production of cyanopyridines - Google Patents
Process for the production of cyanopyridinesInfo
- Publication number
- GB777746A GB777746A GB3561854A GB3561854A GB777746A GB 777746 A GB777746 A GB 777746A GB 3561854 A GB3561854 A GB 3561854A GB 3561854 A GB3561854 A GB 3561854A GB 777746 A GB777746 A GB 777746A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vanadyl
- alumina
- oxide
- preferred
- per cent
- 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
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
- C07D213/84—Nitriles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/20—Vanadium, niobium or tantalum
- B01J23/22—Vanadium
-
- 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
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
Abstract
A process for the manufacture of cyanopyridines comprises passing a picoline in the vapour phase together with ammonia and molecular oxygen at an elevated temperature over a vanadium oxide catalyst supported on activated alumina which has been heated to a temperature exceeding 1000 DEG C. before it is charged with a vanadium compound which is to be converted subsequently into the oxide. The vanadium oxide is preferably prepared from ammonium vanadate, vanadyl bromide, vanadyl chloride or vanadyl oxalate. Preferably, 10 per cent by weight of vanadium oxide is deposited on the alumina when ammonium vanadate is used as the source and 5 per cent by weight is preferred when vanadyl compounds are used as the source. The charging of the alumina with ammonium vanadate is preferably carried out in more than one step, each step being followed by the conversion of the charged vanadate into the oxide. Activation of the alumina by heating at a temperature between 1200 DEG and 1450 DEG C. is preferred when vanadyl oxalate is used for the impregnation, and temperatures between 1000 DEG and 1400 DEG C. are preferred when vanadyl bromide and chloride are used. Air may be used as the source of the molecular oxygen. The proportion of picoline in the gas mixture to be treated is preferably 1.5 to 2 per cent by volume, and the proportion of ammonia present is preferably in the ratio of 1.5 to 2 parts by volume to one part of picoline. The contact time between the gaseous mixture of the reactants and the catalyst is preferably between 0.25 and 7 seconds. Reaction temperatures of between 300 DEG and 380 DEG C. are preferred for b -picoline and between 260 DEG and 350 DEG C. for a - and g -picolines. The examples describe the preparation of 2-, 3- and 4-cyanopyridines. References has been directed by the Comptroller to Specification 671,763.ALSO:A supported catalyst for use in the conversion of picolines to corresponding cyanopyridines in the presence of air and ammonia comprises vanadium oxide supported on activated alumina which has been heated to a temperature exceeding 1,000 DEG C. before it is charged with a vanadium compound which is to be converted subsequently into the oxide. The impregnation of the alumina support with the vanadium oxide may be carried out by moistening the heat-treated alumina with a concentrated aqueous solution of ammonium vanadate, vanadyl chloride, vanadyl bromide or vanadyl oxalate, drying the mixture and heating it in a current of air until the vanadium compound is converted into the oxide. Preferably 10 per cent by weight of vanadium oxide is deposited on the alumina when ammonium vanadate is used as the source and 5 per cent by weight is preferred when the vanadyl compounds are used as the source. The charging of the alumina with ammonium vanadate is preferably carried out in more than one step, each step being followed by the conversion of the charged vanadate into the oxide. Activation of the alumina support by heating it at a temperature of between 1,200 and 1,450 DEG C. is preferred when vanadyl oxalate is used for the impregnation, and a temperature of between 1,000 and 1,400 DEG C. is preferred when vanadyl bromide and chloride are used. Reference has been directed by the Comptroller to Specification 671,763.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3561854A GB777746A (en) | 1954-12-09 | 1954-12-09 | Process for the production of cyanopyridines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3561854A GB777746A (en) | 1954-12-09 | 1954-12-09 | Process for the production of cyanopyridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB777746A true GB777746A (en) | 1957-06-26 |
Family
ID=10379719
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3561854A Expired GB777746A (en) | 1954-12-09 | 1954-12-09 | Process for the production of cyanopyridines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB777746A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2435134A1 (en) * | 1973-11-15 | 1975-05-22 | Lummus Co | METHOD OF MANUFACTURING A PYRIDINE MONONITRILE |
| EP0070395A2 (en) * | 1981-07-22 | 1983-01-26 | Degussa Aktiengesellschaft | Process for the preparation of 3-cyanopyridine |
| CN118634809A (en) * | 2024-08-13 | 2024-09-13 | 北京弗莱明科技有限公司 | Catalyst for preparing 3-cyanopyridine by ammoxidation, preparation method and application thereof |
-
1954
- 1954-12-09 GB GB3561854A patent/GB777746A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2435134A1 (en) * | 1973-11-15 | 1975-05-22 | Lummus Co | METHOD OF MANUFACTURING A PYRIDINE MONONITRILE |
| EP0070395A2 (en) * | 1981-07-22 | 1983-01-26 | Degussa Aktiengesellschaft | Process for the preparation of 3-cyanopyridine |
| EP0070395A3 (en) * | 1981-07-22 | 1983-07-20 | Degussa Aktiengesellschaft | Process for the preparation of 3-cyanopyridine |
| CN118634809A (en) * | 2024-08-13 | 2024-09-13 | 北京弗莱明科技有限公司 | Catalyst for preparing 3-cyanopyridine by ammoxidation, preparation method and application thereof |
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