Efficient synthesis of 2,4-disubstituted 1,2,4-benzothiadiazin-3-one 1,1-dioxides on solid support.
The first solid-phase synthesis of 1,2,4-benzothiadiazin-3-one 1,1-dioxides has been developed. Synthesis of the title compounds was achieved by the reduction of 2-nitrobenzenesulfonamides, followed by cyclization with carbonyldiimidazole. Because 1,2,4-benzothiadiazin-3-one 1,1-dioxides have been known to possess various bioactivities, this method is useful from the viewpoint of new drug discovery. In addition to the excellent purity of the title compounds, a large number of compounds can be synthesized with this method, because this synthesis includes four diversity points.
Makino
Shingo
S
Pharmaceutical Research Laboratories, Ajinomoto Co., Inc. 1-1, Suzuki-cho, Kawasaki-ku, Kawasaki-shi, 210-8681 Japan. shingo_makino@ajinomoto.com
Nakanishi
Eiji
E
Tsuji
Takashi
T
D001581:Benzothiadiazines / Q000138:chemical synthesis*; D002626:Chemistry, Pharmaceutical; D020650:Combinatorial Chemistry Techniques; D012117:Resins, Synthetic
D001581:Benzothiadiazines; D012117:Resins, Synthetic