Claims
- 1. A process for preparing 2-trifluoromethyl-6-alkylanilines which comprises reacting a 3-trifluoromethyl-2-aminobenzyl sulfide with hydrogen in the presence of an unsupported cobalt molybdenum oxide catalyst at a temperature and hydrogen pressure sufficient to effect cleavage of the sulfur-containing moiety from the benzyl moiety producing a 2-trifluoromethyl-6-alkylaniline.
- 2. A process of claim 1 in which the reaction is represented by: ##STR3## where R.sup.1 represents alkyl, alkenyl, or hydrogen
- R.sup.2 represents alkyl, alkenyl, aryl, or hydrogen.
- 3. A process of claim 1 in which the reaction is carried out at a temperature between 423,15.degree. K. (150.degree. C.) and 523.15.degree. K. (250.degree. C.) and a hydrogen gauge pressure between 3447.5 kilopascals (500 lbs/ins.sup.2) and 17237.5 kilopascals (2500 lbs/in.sup.2).
- 4. A process of claim 1 further comprising the use of a solvent selected from the group consisting of chlorobenzene, cyclohexene, tetrahydronaphthalene and toluene.
- 5. A process of claim 1 in which the catalyst is presulfieded.
- 6. A process of claim 1 in which 3-trifluoromethylsulfide is converted to a 2-trifluoromethyl-6-methylaniline.
- 7. A process of claim 1 in which the catalyst contains a cobalt to molydenum ratio between 1:4 and 4:1.
- 8. A process for preparing 2-trifluoromethyl-6-alkylanilines which comprises reacting a 3-trifluoromethyl-2-aminobenzyl sulfide with hydrogen in the presence of a carbon supported cobalt molybdenum oxide catalyst at a temperature and hydrogen pressure sufficient to effect cleavage of the sulfur-containing moiety from the benzyl moiety producing a 2-trifluoromethyl-6-alkylaniline.
- 9. A process of claim 5 in which the reaction is represented by: ##STR4## where R.sup.1 represents alkyl, alkenyl, or hydrogen
- R.sup.2 represents alkyl, alkenyl, aryl, or hydrogen.
- 10. A process of claim 5 in which the reaction is carried out at a temperature between 423.15.degree. K. (150.degree. C.) and 523.15.degree. K. (250.degree. C.) and a hydrogen gauge pressure between 3447.5 kipopascals (500 lbs/in.sup.2) and 7237.5 kipopascals (2500 lbs/in.sup.2).
- 11. A process of claim 5 further comprises the use of a solvent selected from the group consisting of chlorobenzene, cyclohexene, tetrahydronapthalene and tolune.
- 12. A process of claim 5 in which the catalyst is presulfided.
- 13. A process of claim 5 in which 3-trifluoromethyl-2-aminobenzylmethylsulfide is converted to a 2-trifluoromethyl-6-methylaniline.
- 14. A process of claim 5 in which the catalyst contains a cobalt to molybdenum ratio between 1:4 and 4:1.
Parent Case Info
This is a continuation of application Ser. No. 848,323, filed Apr. 2, 1986, which is a continuation of application Ser. No. 745,992 filed June 17, 1985, which is a continuation of applicaiton Ser. No. 496,749, filed May 20, 1983, all now abandoned.
US Referenced Citations (10)
Non-Patent Literature Citations (3)
Entry |
Tremont et al, J. of Catalysis, vol. 97, pp. 252-260 (1986). |
Berkman et al., Catalysis, Reinhold Publishing Corp., New York, 1940, pp. 925-930. |
A. C. Cope et al., "Cleavage of Carbon-Sulfur Bonds by Catalytic Hydrodesulfurization", J. Org. Chem., 19, 385 (1954). |
Continuations (3)
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Number |
Date |
Country |
Parent |
848323 |
Apr 1986 |
|
Parent |
745992 |
Jun 1985 |
|
Parent |
496749 |
May 1983 |
|