Patent US3602681A successfully refreshed from Google Patents.
Patent USRE33549E successfully refreshed from Google Patents.
← Back to Patent Explorer
USRE33549E Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing a mixture of methyl- or ethyl-substituted primary anilines

Assignee: EIDP Inc
•
Filing: 1987-01-09
•
Granted: 1991-03-05
•
Expires: 2007-01-09
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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 14:07
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 173 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.]. .Iadd.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 and a mixture thereof when n=1 and selected from the group consisting of HZSM-5, HZSM-8, HZSM-11, and HZSM-34 and a mixture thereof when n=2.Iaddend., 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 173 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.]. .Iadd.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 and a mixture thereof when n=1 and selected from the group consisting of HZSM-5, HZSM-8, HZSM-11, and HZSM-34 and a mixture thereof when n=2.Iaddend., 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 40 words
A process according to claim 2 wherein .Iadd.n=1 and .Iaddend.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 27 words
A process according to claim 3 wherein R is a methyl group. .[.9. A process according to claim 8 wherein n is 1..]. .[.10. A process according
Claim 10
Dependent Claim 15 words
to claim 8 wherein n is 2..]. 11. A process according to claim 8 wherein
Claim 11
Dependent Claim 23 words
the product is approximately an equilibrium mixture of isomers. 12. A process according to claim 8 wherein the catalyst is HZSM-5 or HZSM-8.
Claim 12
Dependent Claim 74 words
A process according to claim 12 wherein the catalyst is HZSM-5. 14. A process according to claim 12 wherein the catalyst is HZSM-8. .Iadd.15. A process according to claim 2 wherein n=2 and the catalyst is selected from the group consisting of HZSM-5, HZM-8, HZSM-11 and HZSM-34. .Iaddend. .Iadd.16. A process according to claim 15 wherein the catalyst is HZSM-5. .Iaddend. .Iadd.17. A process according to claim 15 wherein the catalyst is HZSM-8. .Iaddend.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-03-04 1994-09-03 1995-03-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-03-04 1998-09-03 1999-03-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-03-04 2002-09-03 2003-03-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag