- An efficient synthesis of 2-(2,2-difluoroethoxy)-6-trifluoromethyl-n-(5,8- dimethoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-yl) benzenesulfonamide: Penoxsulam
-
An efficient nine-step synthesis of 2-(2,2-difluoroethoxy)-6- trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c] - pyrimidine-2-yl) benzenesulfonamide has been developed. The starting material 4-nitro-2-(trifluoromethyl)aniline starting material was converted via 2-bromo-4-amino-6-trifluoromethylaniline and 2-bromo-4-acetamido-6- trifluoromethylbenzenesulfonic acid to 2-bromo-6-trilfuoromethylbenzenesulfonic acid. This was then combined with 2-amino-5,8-dimethoxy-1,2,4-triazolo[1.5-c] pyrimidine to give the target molecule. Compared with the reported method, this approach has advantages in its shorter reaction time, milder reaction conditions and easier purifiction. Moreover, the overall yield has been improved to 22.9% which is twice of that of the reported method.
- Wu, Feifei,Gao, Shiguang,Chen, Zhiyin,Su, Jinyue,Zhang, Dayong
-
p. 197 - 200
(2013/07/05)
-
- SUBSTITUTED ANILINE DERIVATIVES
-
The present invention relates to aniline derivatives of the general formula (I) or salts thereof and their use, related to their KCNQ potassium ion channel opening activity.
- -
-
Page/Page column 58
(2008/06/13)
-
- SUBSTITUTED MORPHOLINE AND THIOMORPHOLINE DERIVATIVES
-
The present invention relates to morpholine and thiomorpholine derivatives of the general formula I or pharmaceutically acceptable salts thereof and their use.
- -
-
Page/Page column 41
(2008/06/13)
-
- Synthesis of Conformationally Defined Analogues of Norfenfluramine. A Highly Stereospecific Synthesis of Amines from Alcohols in the Benzobicycloheptene System
-
The synthesis of 5-, 6-, 7-, and 8-(trifluoromethyl)benzonorbornen-2-yl alcohols 6a-9a (exo) and 11a-14a (endo) and an examination of the stereospecificity of the conversion to amines via phthalimides are reported.The exo alcohols were prepared from 5-(trifluoromethyl)benzonorbornadiene (16) and 6-(trifluoromethyl)benzonorbornadiene (23) by hydroboration-oxidation.The endo alcohols were available from the corresponding exo alcohols by oxidation to the benzonorbornen-2-ones 24 (5-CF3), 25 (6-CF3), 26 (7-CF3), and 27 (8-CF3) followed by diborane reduction.While in the presence of the electron-withdrawing CF3 group the exo alcohols gave predominantly the endo amines, the endo alcohols afforded exclusively the exo amines.
- Grunewald, Gary L.,Paradkar, Vidyadhar M.,Pazhenchevsky, Bharak,Pleiss, Michael A.,Sall, Daniel J.,et al.
-
p. 2321 - 2327
(2007/10/02)
-