US4183868A
Expired / Lapsed
US
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Process for the preparation of 2,6-dialkyl-N-alkylanilines
Assignee: Novartis Corp
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Filing: 1978-04-26
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Granted: 1980-01-15
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Expires: 1998-04-26
Abstract
Abstract A process for the preparation of 2,6-dialkyl-N-alkylanilines is disclosed, which process comprises the reaction of a 2,6-dialkylaniline with an alkanol at 200 DEG to 350 DEG C. in the presence of a copper-containing catalyst which contains 0.05 to 10% by weight of palladium or platinum.
Inventors
- 👤 Paul Radimerski
- 👤 Milos Rusek
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:59
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/04; C07C209/14; C07C209/18; B; B01; B01J; B01J23/00; B01J23/70; B01J23/89; B01J23/8933; B01J23/8993
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
130 words
A process for the preparation of a 2,6-dialkyl-N-alkylaniline of the formula I ##STR4## in which R 1 and R 2 independently of one another are each methyl or ethyl, R 3 is hydrogen, methyl or ethyl and R 4 is an alkyl group having 1 to 11 carbon atoms or an alkoxymethyl group having 1 to 8 carbon atoms in the alkyl group, which comprises reacting a 2,6-dialkylaniline of the formula II ##STR5## in which R 1 and R 2 are as defined under formula I, in the presence of a copper-containing catalyst which contains 0.05 to 10% by weight of palladium or platinum, at 200° to 350° C., with an alcohol of the formula III ##STR6## in which R 3 and R 4 are as defined under formula I.
Claim 2
Dependent Claim
130 words
A process for the preparation of a 2,6-dialkyl-N-alkylaniline of the formula I ##STR4## in which R 1 and R 2 independently of one another are each methyl or ethyl, R 3 is hydrogen, methyl or ethyl and R 4 is an alkyl group having 1 to 11 carbon atoms or an alkoxymethyl group having 1 to 8 carbon atoms in the alkyl group, which comprises reacting a 2,6-dialkylaniline of the formula II ##STR5## in which R 1 and R 2 are as defined under formula I, in the presence of a copper-containing catalyst which contains 0.05 to 10% by weight of palladium or platinum, at 200° to 350° C., with an alcohol of the formula III ##STR6## in which R 3 and R 4 are as defined under formula I.
Claim 3
Dependent Claim
31 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III in the presence of hydrogen.
Claim 4
Dependent Claim
35 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III at a temperature of between 220° and 300° C.
Claim 5
Dependent Claim
34 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III under a pressure of 2 to 5 bars.
Claim 6
Dependent Claim
47 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III under normal pressure in the presence of 1 to 3 mols of hydrogen per mol of 2,6-dialkylaniline of the formula II.
Claim 7
Dependent Claim
52 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III under a pressure of 2 to 5 bars in the presence of 2 to 10 mols of hydrogen per mol of 2,6-dialkylaniline of the formula II.
Claim 8
Dependent Claim
65 words
A process according to claim 1, which comprises carrying out the reaction of a 2,6-dialkylaniline of the formula II with an alcohol of the formula III in the presence of a copper oxide/chromium oxide catalyst which has a molar ratio of copper oxide:chromium oxide of 1:1 to 15:1 and contains 0.05 to 10% by weight, preferably 0.2 to 3% by weight, of palladium or platinum.
Claim 9
Dependent Claim
39 words
A catalyst mixture consisting essentially of copper oxide and chromium oxide, wherein the molar ratio of copper oxide to chromium oxide is 1:1 to 15:1, which catalyst mixture additionally contains 0.05 to 10% by weight of palladium or platinum.
Claim 10
Dependent Claim
39 words
A catalyst mixture consisting essentially of copper oxide and chromium oxide, wherein the molar ratio of copper oxide to chromium oxide is 1:1 to 15:1, which catalyst mixture additionally contains 0.05 to 10% by weight of palladium or platinum.
Claim 11
Dependent Claim
17 words
The catalyst mixture of claim 8 which contains 0.2 to 3% by weight of palladium or platinum.
References Cited (Backward Citations)
US2031475A
Cited
US2416901A
Cited
US2864873A
Cited
DE2061709A1
Cited
US4082802A
Cited
US3819709A
Cited
US3929681A
Cited
US3952056A
Cited
DE2305495A1
Cited
JPS4885511A
Cited
US3956459A
Cited
DE2328340A1
Cited
US3937730A
Cited
JPS5022542A
Cited
US3904553A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-14 | 1983-07-16 | 1984-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-14 | 1987-07-16 | 1988-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-14 | 1991-07-16 | 1992-01-15 | $7700.00 | Window Closed / Lapsed |