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Process for preparing methyl- and ethyl-substituted primary anilines

Assignee: EIDP Inc
•
Filing: 1985-10-01
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Granted: 1989-02-14
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Expires: 2005-10-01
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Abstract

Abstract A process is disclosed for the preparation of methyl- and ethyl-substituted anilines by contacting anilines of specified formula at about 250°-525° C. and about 10 kPa-10 MPa of pressure in the of presence of a nonbasic metal oxide catalyst which when it is a zeolite has pore dimensions of at least about 0.52 nm and has cages with dimensions greater than about 0.75 nm.

Inventors

  • 👤 Frank J. Weigert

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 07:28
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68; F; F02; F02B; F02B1/00; F02B1/02; F02B1/04

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 123 words
A process for preparing 2,6-dimethylaniline and p-toluidine or 2,4-dimethylaniline and o-toluidine, by transalkylation of 2,4,6-trimethylaniline and aniline, comprising contacting 2,4,6-trimethylaniline and aniline in the presence of a nonbasic metal oxide catalyst at a temperature from about 250° to 525° C. and a pressure from about 10 kPa to 10 MPA, characterized in that, when the catalyst is a silica-alumina, the process is selective for 2,6-dimethylaniline and p-toluidine and, when the catalyst is supported titania, zirconia, iron oxide, zinc oxide and Group V and Group VI metal oxides, the process is selective for 2,4-dimethylaniline and o-toluidine, with the proviso that where the catalyst is a zeolite it has pore dimensions of at least about 0.52 nm and cages with dimensions greater than 0.75 nm.
Claim 2
Dependent Claim 123 words
A process for preparing 2,6-dimethylaniline and p-toluidine or 2,4-dimethylaniline and o-toluidine, by transalkylation of 2,4,6-trimethylaniline and aniline, comprising contacting 2,4,6-trimethylaniline and aniline in the presence of a nonbasic metal oxide catalyst at a temperature from about 250° to 525° C. and a pressure from about 10 kPa to 10 MPA, characterized in that, when the catalyst is a silica-alumina, the process is selective for 2,6-dimethylaniline and p-toluidine and, when the catalyst is supported titania, zirconia, iron oxide, zinc oxide and Group V and Group VI metal oxides, the process is selective for 2,4-dimethylaniline and o-toluidine, with the proviso that where the catalyst is a zeolite it has pore dimensions of at least about 0.52 nm and cages with dimensions greater than 0.75 nm.
Claim 3
Dependent Claim 18 words
A process according to claim 1, conducted at a temperature from about 300° C. to about 500° C.
Claim 4
Dependent Claim 20 words
A process according to claim 2 which exhibits selectivity for 2,6-dimethylaniline and p-toluidine, wherein the catalyst is a silica-alumina catalyst.
Claim 5
Dependent Claim 17 words
A process according to claim 3, wherein the catalyst is a type X or type Y zeolite.
Claim 6
Dependent Claim 22 words
A process according to claim 4, wherein the catalyst is a hydrogen-exchanged type Y zeolite or a rare earth-exchanged type X zeolite.
Claim 7
Dependent Claim 15 words
A process according to claim 5, wherein the catalyst is a hydrogen-exchanged type Y zeolite.
Claim 8
Dependent Claim 37 words
A process according to claim 2 which exhibits selectivity for 2,4-dimethylaniline and o-toluidine, wherein the catalyst is selected from the group consisting of supported titania, zirconia, iron oxide, zinc oxide, and Group V and VI metal oxides.

References Cited (Backward Citations)

US3123644A Cited
JPS4929178B1 Cited
US3931298A Cited
US3868420A Cited
US3960962A Cited
US4188341A Cited
JPS5328128A Cited
JPS5328129A Cited
EP0092103A1 Cited
US4593124A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-02-14 1992-08-15 1993-02-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-02-14 1996-08-15 1997-02-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-02-14 2000-08-15 2001-02-14 $7700.00 Window Closed / Lapsed

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