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US4593124A
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Process for preparing a mixture of methyl- or ethyl-substituted primary anilines
Assignee: EIDP Inc
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Filing: 1984-09-12
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Granted: 1986-06-03
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Expires: 2004-09-12
Abstract
Abstract A process is disclosed for preparing an isomeric mixture of a monomethyl-, dimethyl- or monoethyl-substituted aniline consisting essentially of contacting at least one of said anilines with a specified zeolite at about 250°-500° C. and about 10 kPa-10 MPa of pressure.
Inventors
- 👤 Frank J. Weigert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 18:02
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
129 words
A process for preparing an isomeric mixture of an alkyl-substituted aniline having the formula ##STR5## wherein R is a methyl or ethyl group, n is 1 or 2 when R is methyl, and n is 1 when R is ethyl, the process consisting essentially of contacting at least one compound of formula I with a zeolite catalyst at a temperature of from about 250° to 500° C. and at a pressure of from about 10 kPa to 10 MPa, said zeolite catalyst having pores with dimensions of from about 0.5 nm to less than about 0.7 nm and having cages with dimensions no greater than about 0.7 nm, with the proviso that when R is methyl and n=2 the formula I anilines can only be 2,4-, 2,5- and 3,4-dimethylanilines.
Claim 2
Dependent Claim
129 words
A process for preparing an isomeric mixture of an alkyl-substituted aniline having the formula ##STR5## wherein R is a methyl or ethyl group, n is 1 or 2 when R is methyl, and n is 1 when R is ethyl, the process consisting essentially of contacting at least one compound of formula I with a zeolite catalyst at a temperature of from about 250° to 500° C. and at a pressure of from about 10 kPa to 10 MPa, said zeolite catalyst having pores with dimensions of from about 0.5 nm to less than about 0.7 nm and having cages with dimensions no greater than about 0.7 nm, with the proviso that when R is methyl and n=2 the formula I anilines can only be 2,4-, 2,5- and 3,4-dimethylanilines.
Claim 3
Dependent Claim
24 words
A process according to claim 1 wherein contacting with the catalyst is performed for a time of from about 0.1 second to 10 hrs.
Claim 4
Dependent Claim
38 words
A process according to claim 2 wherein the catalyst is selected from the group consisting of HZSM-4, HZSM-5, HZSM-8, HZSM-11, HZSM-34, HZSM-35, HZSM-47, H-β, H-L, NaZSM-5, NaZSM-12, H-mordenite and H-offretite or a mixture of any of the foregoing.
Claim 5
Dependent Claim
11 words
A process according to claim 3 wherein the catalyst is HZSM-5.
Claim 6
Dependent Claim
11 words
A process according to claim 3 wherein the catalyst is HZSM-8.
Claim 7
Dependent Claim
17 words
A process according to claim 3 wherein the contacting is performed in the presence of a solvent.
Claim 8
Dependent Claim
11 words
A process according to claim 6 wherein the solvent is aniline.
Claim 9
Dependent Claim
12 words
A process according to claim 3 wherein R is a methyl group.
Claim 10
Dependent Claim
10 words
A process according to claim 8 wherein n is 1.
Claim 11
Dependent Claim
10 words
A process according to claim 8 wherein n is 2.
Claim 12
Dependent Claim
16 words
A process according to claim 8 wherein the product is approximately an equilibrium mixture of isomers.
Claim 13
Dependent Claim
13 words
A process according to claim 8 wherein the catalyst is HZSM-5 or HZSM-8.
Claim 14
Dependent Claim
11 words
A process according to claim 12 wherein the catalyst is HZSM-5.
Claim 15
Dependent Claim
11 words
A process according to claim 12 wherein the catalyst is HZSM-8.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-06-02 | 1989-12-02 | 1990-06-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-02 | 1993-12-02 | 1994-06-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-06-02 | 1997-12-02 | 1998-06-03 | $7700.00 | Window Closed / Lapsed |