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US4355180A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of primary aromatic amines from cyclic alcohols and/or ketones

Assignee: BASF SE
•
Filing: 1981-09-25
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Granted: 1982-10-19
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Expires: 2001-09-25
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Abstract

Abstract Aromatic amines, in particular substituted amines, are obtained from corresponding alicyclic alcohols or ketones, in one step, by amination and dehydrogenation with ammonia in the presence of hydrogen and of a palladium catalyst which also contains zinc or cadmium.

Inventors

  • 👤 Norbert Goetz
  • 👤 Leopold Hupfer
  • 👤 Werner Hoffmann
  • 👤 Manfred Baumann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 22:45
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/24; C07C209/26; C07C213/00; C07C213/02

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 106 words
A process for the production of an aromatic amine having the general formula ##STR3## wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is different from hydrogen and may be a C 1 to C 20 alkyl, cycloalkyl or alkoxy group, a substituted or unsubstituted aryl or alkylaryl group, by reacting a saturated or olefinically unsaturated cyclic alcohol or ketone of the general formula ##STR4## R 1 to R 5 having the aforementioned meanings, with ammonia in the presence of a (de)hydrogenating catalyst and preferably hydrogen, wherein the (de)hydrogenating catalyst is palladium and zinc and/or cadmium.
Claim 2
Dependent Claim 106 words
A process for the production of an aromatic amine having the general formula ##STR3## wherein at least one of R 1 , R 2 , R 3 , R 4 and R 5 is different from hydrogen and may be a C 1 to C 20 alkyl, cycloalkyl or alkoxy group, a substituted or unsubstituted aryl or alkylaryl group, by reacting a saturated or olefinically unsaturated cyclic alcohol or ketone of the general formula ##STR4## R 1 to R 5 having the aforementioned meanings, with ammonia in the presence of a (de)hydrogenating catalyst and preferably hydrogen, wherein the (de)hydrogenating catalyst is palladium and zinc and/or cadmium.
Claim 3
Dependent Claim 17 words
A process as claimed in claim 1, wherein the reaction temperature is from 100° to 350° C.
Claim 4
Dependent Claim 21 words
A process as claimed in claim 1 or 2, wherein the reaction pressure is from atmospheric pressure up to 300 bars.
Claim 5
Dependent Claim 19 words
A process as claimed in claim 3, wherein the reaction pressure is atmospheric and the reaction mixture is gaseous.
Claim 6
Dependent Claim 14 words
A process as claimed in claim 3, wherein the reaction mixture is essentially liquid.
Claim 7
Dependent Claim 23 words
A process as claimed in claim 1, wherein the ketone is olefinically unsaturated and the saturated ketone is isolated as an intermediate product.
Claim 8
Dependent Claim 33 words
A process as claimed in claim 1, wherein the palladium catalyst is deposited on a carrier selected from the group consisting of aluminum oxide, silica, a silicate of aluminum or magnesium, and carbon.
Claim 9
Dependent Claim 35 words
A process as claimed in claim 7, wherein the catalyst contains, based on the weight of the carrier, from 0.05 to 15% palladium and 0.01 to 5% zinc and/or cadmium, the carrier being aluminum oxide.

References Cited (Backward Citations)

GB342662A Cited
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US3347921A Cited
US3442950A Cited
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GB1295672A Cited
GB1344574A Cited
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US3960962A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-18 1986-04-19 1986-10-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-18 1990-04-19 1990-10-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-18 1994-04-19 1994-10-19 $7700.00 Window Closed / Lapsed

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