A practical synthesis of 3,4-diethoxybenzthioamide based on Friedel-Crafts reaction with potassium thiocyanate in methanesulfonic acid.
The synthesis of 3,4-diethoxybenzthioamide, the key intermediate for OPC-6535, is achieved by employing Friedel-Crafts reaction of 1,2-diethoxybenzene with potassium thiocyanate in methanesulfonic acid at ambient temperature.
Aki
Shinji
S
Process Research Laboratory, 2nd Tokushima Factory, Otsuka Pharmaceutical Co., Ltd., 224-18, Ebisuno, Hiraishi, Kawauchi-cho, Tokushima 771-0182, Japan. shinaki@fact.otsuka.co.jp
Fujioka
Takafumi
T
Ishigami
Masashi
M
Minamikawa
Jun-ichi
J
D007202:Indicators and Reagents; D008698:Mesylates; D013481:Superoxides / Q000037:antagonists & inhibitors; D013844:Thiazoles / Q000138:chemical synthesis; D013854:Thioamides / Q000138:chemical synthesis*; D013861:Thiocyanates
C475705:3,4-diethoxybenzthioamide; D007202:Indicators and Reagents; D008698:Mesylates; D013844:Thiazoles; D013854:Thioamides; D013861:Thiocyanates; D013481:Superoxides; C045880:methanesulfonic acid; C108965:tetomilast; C009941:potassium thiocyanate