GB414574A - A catalytic process for the manufacture of nuclear substituted aromatic amines - Google Patents
A catalytic process for the manufacture of nuclear substituted aromatic aminesInfo
- Publication number
- GB414574A GB414574A GB35993/33A GB3599333A GB414574A GB 414574 A GB414574 A GB 414574A GB 35993/33 A GB35993/33 A GB 35993/33A GB 3599333 A GB3599333 A GB 3599333A GB 414574 A GB414574 A GB 414574A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aniline
- cyclohexene
- cyclohexyl
- substituted
- toluidine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Nuclear-substituted aromatic amines are obtained by heating a primary amine with an aliphatic or cycloaliphatic alcohol or olefine in the presence of a non-metallic catalyst having no basic character. A mixture of C-substituted and N-substituted amines is formed from which the former is separated. The formation of the nuclear - substituted product is favoured by heating with exclusion of water and removal of any water formed. The preferred catalyst is a hydrosilicate of large surface area and the reaction temperature may be 200--270 DEG C. Examples describe the production of (1) o-cyclohexyl aniline from aniline and cyclohexene; (2) p-methyl-o-cyclohexyl aniline from p-toluidine and cyclohexene; (3) cyclohexyl aniline from cyclohexanol and aniline; (4) butyl aniline from butyl alcohol and aniline; (5) a mixture of primary and secondary bases from m-toluidine and methyl-cyclohexene; (6) vic.-1-cyclohexyl-2-amino-3-methylbenzene from o-toluidine and cyclohexene.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE414574X | 1932-12-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB414574A true GB414574A (en) | 1934-08-09 |
Family
ID=6448361
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35993/33A Expired GB414574A (en) | 1932-12-22 | 1933-12-21 | A catalytic process for the manufacture of nuclear substituted aromatic amines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB414574A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2984687A (en) * | 1956-04-27 | 1961-05-16 | Standard Oil Co | Catalytic process for n-alkylation of amines |
US4760184A (en) * | 1986-05-12 | 1988-07-26 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines in the presence of non-zeolitic molecular sieves |
US4851579A (en) * | 1987-04-07 | 1989-07-25 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines over Al exchanged zeolites |
US4876377A (en) * | 1985-11-08 | 1989-10-24 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines with olefins on partially dealuminated zeolites |
US4914237A (en) * | 1988-11-29 | 1990-04-03 | Air Products And Chemicals, Inc. | Alkylation of toluenediamine and para-phenylenediamine with isobutylene in the presence of acidic, crystalline molecular sieves |
US4967001A (en) * | 1988-06-30 | 1990-10-30 | Air Products And Chemicals, Inc. | Alkylation of toluenediamine and para-phenylenediamine with isobutylene in the presence of acidic, crystalline molecular sieves |
US5068435A (en) * | 1985-11-08 | 1991-11-26 | Air Products And Chemicals, Inc. | Ortho-alkylated aromatic amines via gamma alumina catalyst |
EP0807620A1 (en) * | 1996-05-17 | 1997-11-19 | The Lubrizol Corporation | Alkylation of aromatic amines using a heteropoly acid catalyst |
-
1933
- 1933-12-21 GB GB35993/33A patent/GB414574A/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2984687A (en) * | 1956-04-27 | 1961-05-16 | Standard Oil Co | Catalytic process for n-alkylation of amines |
US4876377A (en) * | 1985-11-08 | 1989-10-24 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines with olefins on partially dealuminated zeolites |
US5068435A (en) * | 1985-11-08 | 1991-11-26 | Air Products And Chemicals, Inc. | Ortho-alkylated aromatic amines via gamma alumina catalyst |
US4760184A (en) * | 1986-05-12 | 1988-07-26 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines in the presence of non-zeolitic molecular sieves |
US4851579A (en) * | 1987-04-07 | 1989-07-25 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines over Al exchanged zeolites |
US4967001A (en) * | 1988-06-30 | 1990-10-30 | Air Products And Chemicals, Inc. | Alkylation of toluenediamine and para-phenylenediamine with isobutylene in the presence of acidic, crystalline molecular sieves |
US4914237A (en) * | 1988-11-29 | 1990-04-03 | Air Products And Chemicals, Inc. | Alkylation of toluenediamine and para-phenylenediamine with isobutylene in the presence of acidic, crystalline molecular sieves |
EP0807620A1 (en) * | 1996-05-17 | 1997-11-19 | The Lubrizol Corporation | Alkylation of aromatic amines using a heteropoly acid catalyst |
US5817831A (en) * | 1996-05-17 | 1998-10-06 | The Lubrizol Corporation | Alkylation of aromatic amines using a heterpoly catalyst |
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