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US4186146A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydrogenation of aromatic nitriles to primary amines

Assignee: Sunoco Inc R&M
•
Filing: 1979-02-01
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Granted: 1980-01-29
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Expires: 1999-02-01
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Abstract

Abstract In the process of hydrogenating aromatic nitriles to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or nickel catalyst, the improvement of employing an ether as solvent and carrying out the hydrogenation in the presence of water in an amount of from about 10% to about 20% by volume of the ether solvent whereby the rate of reaction is increased, secondary amine by-products are reduced and catalyst may be recycled without adverse effects.

Inventors

  • 👤 Walter A. Butte, Jr.
  • 👤 William J. Murtaugh

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 11:40
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/44; C07C209/48; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/584

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 88 words
In the process of hydrogenating aromatic nitriles to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or nickel catalyst, the improvement of employing as solvent an ether containing four to six carbon atoms and carrying out the hydrogenation in the presence of water in an amount of from about 10% to about 20% by volume of the ether solvent whereby the rate of reaction is increased, secondary amine by-products are reduced and catalyst may be recycled without adverse effects.
Claim 2
Dependent Claim 88 words
In the process of hydrogenating aromatic nitriles to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or nickel catalyst, the improvement of employing as solvent an ether containing four to six carbon atoms and carrying out the hydrogenation in the presence of water in an amount of from about 10% to about 20% by volume of the ether solvent whereby the rate of reaction is increased, secondary amine by-products are reduced and catalyst may be recycled without adverse effects.
Claim 3
Dependent Claim 93 words
In the process of hydrogenating aromatic nitriles of the benzene and naphthalene series to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or nickel catalyst, the improvement of employing a 4 or 5 carbon cyclic ether as solvent and carrying out the hydrogenation in the presence of water in an amount of from about 10% to about 20% by volume of the ether solvent whereby the rate of reaction is increased, secondary amine by-products are reduced and catalyst may be recycled without adverse effects.
Claim 4
Dependent Claim 93 words
In the process of hydrogenating aromatic nitriles of the benzene and naphthalene series to primary amines whereby the nitrile is hydrogenated in a solvent system containing added ammonia using a cobalt or nickel catalyst, the improvement of employing a 4 or 5 carbon cyclic ether as solvent and carrying out the hydrogenation in the presence of water in an amount of from about 10% to about 20% by volume of the ether solvent whereby the rate of reaction is increased, secondary amine by-products are reduced and catalyst may be recycled without adverse effects.
Claim 5
Dependent Claim 15 words
The process of claim 2 where the nitrile is a member of the benzene series.
Claim 6
Dependent Claim 11 words
The process of claim 2 where the ether solvent is tetrahydrofuran.
Claim 7
Dependent Claim 11 words
The process of claim 2 where the cyclic ether is dioxane.
Claim 8
Dependent Claim 10 words
The process of claim 4 where the nitrile is terephthalonitrile.
Claim 9
Dependent Claim 17 words
The process of claim 6 where the range of water is from about 10% to about 15%.
Claim 10
Dependent Claim 13 words
The process of claim 7 where the catalyst is supported cobalt or nickel.
Claim 11
Dependent Claim 14 words
The process of claim 7 where the catalyst is Raney nickel or Raney cobalt.

References Cited (Backward Citations)

GB536940A Cited
GB810530A Cited
US3069469A Cited
US3255248A Cited
US3372195A Cited
GB1149251A Cited
US3720702A Cited
US3923891A Cited
US4003933A Cited
US4140720A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-01-28 1983-07-30 1984-01-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-01-28 1987-07-30 1988-01-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-01-28 1991-07-30 1992-01-29 $7700.00 Window Closed / Lapsed

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