US4137254A
Expired / Lapsed
US
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Preparation of aromatic nitriles
Assignee: Texaco Inc
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Filing: 1977-07-27
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Granted: 1979-01-30
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Expires: 1997-07-27
Abstract
Abstract Aromatic nitriles are prepared from methylated aromatic hydrocarbons, such as toluene, xylene, tri- and tetramethylbenzenes by contacting at an elevated temperature with a nitroaromatic compound and ammonia in the presence of a catalyst composed of two or more metal oxides of the metals of Groups I B, III B, V A, VI B, VII B and VIII of the Periodic Table. A valuable coproduct of the method is an aromatic amine.
Inventors
- 👤 John M. Larkin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:58
CPC Classifications
C; C07; C07C; C07C255/00; C07C255/49; C07C255/58
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
74 words
A method for preparing an aromatic nitrile which comprises contacting a methylated aromatic hydrocarbon having 1 to 4 methyl groups with ammonia and a nitroaromatic hydrocarbon having 1 to 2 nitro-groups in the presence of an ammoxidation catalyst comprising two or more oxides of the metals of Groups I B, III B, V A, VI B, VII B, and VIII of the Periodic Table at a temperature of from about 419 to 950° F.
Claim 2
Independent Claim
74 words
A method for preparing an aromatic nitrile which comprises contacting a methylated aromatic hydrocarbon having 1 to 4 methyl groups with ammonia and a nitroaromatic hydrocarbon having 1 to 2 nitro-groups in the presence of an ammoxidation catalyst comprising two or more oxides of the metals of Groups I B, III B, V A, VI B, VII B, and VIII of the Periodic Table at a temperature of from about 419 to 950° F.
Claim 3
Dependent Claim
11 words
A method according to claim 1 wherein said methylaromatic is toluene.
Claim 4
Dependent Claim
11 words
A method according to claim 1 wherein said methylaromatic is xylene.
Claim 5
Dependent Claim
12 words
A method according to claim 1 wherein said methylaromatic is a trimethylbenzene.
Claim 6
Dependent Claim
12 words
A method according to claim 1 wherein said methylaromatic is a tetramethylbenzene.
Claim 7
Dependent Claim
12 words
A method according to claim 1 wherein said nitroaromatic compound is nitrobenzene.
Claim 8
Dependent Claim
13 words
A method according to claim 1 wherein said nitroaromatic compound is a dinitrobenzene.
Claim 9
Dependent Claim
21 words
A method according to claim 1 wherein said methylated aromatic hydrocarbon is a methylbenzene having from 1 to 4 methyl groups.
Claim 10
Dependent Claim
15 words
A method according to claim 8 wherein said methylated aromatic hydrocarbon contains a nitro group.
Claim 11
Dependent Claim
13 words
A method according to claim 8 wherein said methylated aromatic hydrocarbon is nitrotoluene.
Claim 12
Dependent Claim
14 words
A method according to claim 8 wherein said methylated aromatic hydrocarbon is a nitroxylene.
Claim 13
Dependent Claim
23 words
A method according to claim 1 wherein the mole ratio of methylated aromatic compound to ammonia is from about 1:0.03 to about 1:1.
Claim 14
Dependent Claim
21 words
A method according to claim 1 wherein said contacting is undertaken at a temperature of from about 215 to 510° C.
Claim 15
Dependent Claim
26 words
A method according to claim 1 wherein said catalyst comprises two or more oxides of the metals copper, uranium, antimony, molybdenum, chromium, cobalt, nickel or iron.
Claim 16
Dependent Claim
15 words
A method according to claim 1 wherein said catalyst comprises oxides of antimony and iron.
Claim 17
Dependent Claim
16 words
A method according to claim 1 wherein said catalyst comprises the oxides of antimony and uranium.
Claim 18
Dependent Claim
16 words
A method according to claim 1 wherein said catalyst comprises the oxides of copper and chromium.
Claim 19
Dependent Claim
16 words
A method according to claim 1 wherein said catalyst comprises the oxides of nickel and molybdenum.
Claim 20
Dependent Claim
16 words
A method according to claim 1 wherein said catalyst comprises the oxides of cobalt and molybdenum.
Claim 21
Dependent Claim
19 words
A method according to claim 1 wherein an aromatic amine is formed from said nitroaromatic hydrocarbon as a coproduct.
Claim 22
Dependent Claim
12 words
A method according to claim 20 wherein said aromatic amine is aniline.
Claim 23
Dependent Claim
12 words
A method according to claim 20 wherein said aromatic amine is p-toluidine.
Claim 24
Dependent Claim
12 words
A method according to claim 20 wherein said aromatic amine is o-toluidine.
Claim 25
Dependent Claim
12 words
A method according to claim 20 wherein said aromatic amine is 2,6-dimethylaniline.
Claim 26
Dependent Claim
27 words
A method according to claim 1 wherein said methylated aromatic compound and said nitroaromatic compound are each a methylated nitrobenzene having from 1 to 4 methyl groups.
Claim 27
Dependent Claim
12 words
A method according to claim 25 wherein said methylated nitrobenzene is p-nitrotoluene.
Claim 28
Dependent Claim
12 words
A method according to claim 25 wherein said methylated nitrobenzene is o-nitrotoluene.
Claim 29
Dependent Claim
12 words
A method according to claim 25 wherein said methylated nitrobenzene is 1,3-dimethyl-2-nitrobenzene.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-29 | 1982-07-31 | 1983-01-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-29 | 1986-07-31 | 1987-01-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-29 | 1990-07-31 | 1991-01-30 | $7700.00 | Window Closed / Lapsed |