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US 4,051,140 AGranted
Preparation of pyridines and nicotinonitrile from piperidines
AssigneeThe Lummus Company
InventorsAbraham P. Gelbein, Paul Janssen, deceased, Hermann Richtzenhain
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Abstract
A piperidine, such as methyl piperidine is converted to the corresponding pyridine by the use of a supported vanadia catalyst. Nicotinonitrile can be produced by conversion of 3-methyl piperidine to 3-methyl pyridine with a supported vanadia catalyst, followed by ammonolysis to nicotinonitrile by the use of a supported vanadia catalyst.
Claims11
A process for producing nicotinonitrile, comprising:
- a. converting in a first reaction zone a member selected from the group consisting of 3-alkyl piperidines, 2,3-dialkyl piperidines, and 2,5-dialkyl piperidines to the corresponding pyridine by contacting said member with supported vanadia as a catalyst, at a temperature of from 500.degree. F to 1000.degree. F, said supported vanadia containing from about 25 to about 75 percent, by weight, of the vanadia, said vanadia having been placed in molten form substantially entirely within the pores of the support, the support having a surface area greater than about 50 m.sup.2 /gm and a porosity greater than about 0.4 cc/gm, said support being selected from the group consisting of gamma-alumina and silica-alumina;
- and
- b. contacting said corresponding pyridine in a second reaction zone with ammonia at a temperature of from 575.degree. F to 930.degree. F in the presence of oxidized vanadia supported on a porous support to produce nicotinonitrile, said support containing from about 25 to about 75 percent, by weight, of the vanadia having been placed in molten form substantially entirely within the pores of the support, the support having a surface area greater than about 50 m.sup.2 /gm and a porosity greater than about 0.4 cc/gm, said support being selected from the group consisting of gamma-alumina and silica-alumina.
A process for converting an alkyl piperidine to the corresponding alkyl pyridine, comprising:
- contacting the alkyl piperidine with supported vanadia at a temperature of from 500.degree. F to 1000.degree. F to effect conversion thereof to the corresponding alkyl pyridine, said supported vanadia containing of from about 25 to about 75 percent, by weight, of the vanadia, said vanadia having been placed in molten form substantially entirely within the pores of the support, the support having a surface area greater than about 50 meters square per gm. and a porosity greater than about 0.4 cc per gm., said support being selected from the group consisting of gamma-alumina and silica-alumina.
Dependencies are inferred from the claim text.