Jin, Li (1993) Development of a bench-scale pharmaceutical synthesis. Master of Science thesis, Dublin City University.
Abstract
A straightforward synthesis of 2-methyl-3-trifluoromethyl-aniline has been developed from inexpensive 3-trifluoromethylaniline. Details of the synthetic steps are as follows:
(1) conversion of 3-trifluoromethylaniline to pivalylamino-3-trifluoromethylbenzene,
(2) conversion of pivalylamino-3-trifluoromethylbenzene to
pivalylamino-2-methyl-3-trifluoromethylbenzene,
(3) conversion of pivalylamino-2-methyl-3-trifluoromethylbenzene to 2-
methyl-3 -trifluoromethylaniline.
In attempting a one-step sythesis of 2-(2-methyl-3-
trifluoromethylanilino)nicotinic acid from 2-methyl-3-trifluoromethylaniline and 2-chloronicotinic acid, we unexpectedly obtained N-(2- methyl-3-trifluoromethyl)phenyl-2-hydroxynicotinamide.
A feasible bench-scale synthetic route to 2-(2-methyl-3-
trifluoromethylanilino)nicotinic acid, involving reaction of the methyl ester of 2-chloronicotinic acid with 2-methyl-3-trifluoromethylaniline, has been successfully developed.
Metadata
Item Type: | Thesis (Master of Science) |
---|---|
Date of Award: | 1993 |
Refereed: | No |
Supervisor(s): | Pratt, Albert |
Uncontrolled Keywords: | Pharmaceutical chemistry; Drugs Analysis |
Subjects: | Physical Sciences > Chemistry |
DCU Faculties and Centres: | DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences |
Use License: | This item is licensed under a Creative Commons Attribution-NonCommercial-No Derivative Works 3.0 License. View License |
ID Code: | 18961 |
Deposited On: | 26 Aug 2013 10:11 by Celine Campbell . Last Modified 25 Apr 2017 14:23 |
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