1306740-80-6Relevant articles and documents
Facile one-pot process for large-scale production of highly pure bosentan monohydrate, an endothelin receptor antagonist
Niphade, Navnath C.,Jagtap, Kunal M.,Gaikawad, Chandrashekhar T.,Jachak, Madhukar N.,Mathad, Vijayavitthal T.
, p. 1382 - 1387 (2011)
Described is an efficient, economic, and one-pot process for the production of highly pure bosentan (1), an endothelin receptor antagonist. The synthesis comprises the reaction of 4,6-dichloro-5-(2-methoxyphenoxy)-2,2′- bipyrimidine (2) with 4-tert-butylbenzenesulfonamide (3) and ethylene glycol (4) in acetonitrile in the presence of potassium carbonate to yield bosentan (1) in the same pot. The present work also describes a novel purification method for the removal of critical dimer impurity (7) and 6-hydroxy impurity (8) in 1 by preparation of bosentan ammonium salt (6) using inexpensive ammonium hydroxide. Upon purification, bosentan monohydrate (1) with an overall yield of 68% and HPLC purity of 99.90% was achieved.
A NOVEL PROCESS FOR PREPARATION OF BOSENTAN
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Page/Page column 22-23, (2012/03/09)
A novel ammonium salt of Bosentan of formula (VIII); has been disclosed. The salt may be either crystalline or amorphous or mixture of Crystalline and amorphous form. A novel single pot process for the preparations of ammonium salt of Bosentan has been disclosed. The process comprises reacting the 4,6-dichloro-5-(2-methoxyphenoxy)-2,2'- bipyrimidine with 4-tert-butylbenzenesulfonamide in the presence of solvent and a base; adding ethylene glycol to the reaction mass and isolating the ammonium salt of Bosentan. The ammonium salt of Bosentan is converted into Bosentan and further into Bosentan Monohydrate which are substantially free from dimer impurity and 6-hydroxy impurity.
CRYSTALLINE FORMS OF BOSENTAN SALT AND PROCESSES FOR THEIR PREPARATION
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Page/Page column 25, (2011/06/16)
The present invention relates to crystalline forms of bosentan salts and processes for their preparation.
